Unconventional Wisdom About Conventional Wisdom podcast artwork

PODCAST · business

Unconventional Wisdom About Conventional Wisdom

Unconventional Wisdom About Conventional Wisdom: Where clichés come to retire and fresh thinking we inspire. Smart minds don’t think alike—and that’s the point. Unconventional Wisdom About Conventional Wisdom takes you inside the messy, brilliant, and bold thought processes of high-achieving leaders, entrepreneurs, and out-of-the-box thinkers.We skip the clichés and spotlight the real talk: the strange decisions that worked, the brilliant ideas that bombed, and the thought patterns that defy the rulebook—but still lead to growth, impact, and the occasional mic drop.If you’re tired of surface-level advice and crave the kind of wisdom that makes you pause, laugh, and level up—this is your new favorite listen.Because let’s face it: playing it safe never built anything worth bragging about.

  1. 84

    Business Exit, a Fortune 500 Lawsuit, and Building Resilience Through Hard Times | Kettia Ming

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Kettia Ming entrepreneur, author, business strategist, and nonprofit executive whose work explores resilience, reinvention, and the realities of building a meaningful life and business. Kettia founded and scaled a childcare company in New York City before selling it in a multimillion-dollar acquisition, and now serves as executive director of Black Theatre United, where she leads programs and partnerships designed to expand access and opportunity across the Broadway industry. She's also the founder of The Childcare Collective and Evergreen House Press, and the author of Run the Mile You're In: One Founder's Journey Through Success, Loss & Reinvention. A lifelong runner who has completed 13 marathons, including Boston, she brings the lessons of endurance, identity, and starting again into everything she does and the medals on her wall are less about the finish line than the journey it took to get there. In this conversation, Kettia challenges one of the most reflexive beliefs in business: that success always means growth. Early on, she assumed a successful business meant more locations, more revenue, more employees just more, because that's what the internet tells you. But growth brings complexity, and in a business built on leases and the licensed care of small humans, more can quietly become unsustainable. The better questions, she found, weren't about scale at all: What am I building? Why? And what will it require of me to sustain it? A turning point in Kettia's story arrived the day after the Boston Marathon, on the Amtrak home, when she finally opened a string of emails she'd been ignoring. A Fortune 500 buyer claimed her new center violated a non-compete by 100 feet. She had measured the distance carefully, the way you walk, drive, and run it; they measured it "as the crow flies," a term she'd never encountered, calculated by a surveyor she didn't know existed. With her family's future, home, and the proceeds of her sale all sunk into the new startup, she moved through denial, anger, and fear — then did the opposite of panic. She went completely still, went inward, and focused on one question: how do I get through this in one piece, with my family intact? The episode closes on the tools that keep her steady: walking away from a problem to let the solution surface (wisdom from her late father, who believed every problem already contains its answer if you get quiet enough), and treating imposter syndrome the way she treats the voice of doubt — acknowledge it, refuse to fight it, and don't give it a vote. This episode explores: Why "always grow" is the wrong default — and the better questions to ask Building for sustainability instead of scale for its own sake How owners become employees of their own business — and how to stop Moving forward before you feel confident, because the answers come as you move The 100-feet "as the crow flies" lawsuit and what she couldn't have known Letting go of "I should have known" when you did everything right Going still under pressure instead of spinning out Throwing out the belief that a leader must have all the answers Why psychological safety has to start at the top Leading a multigenerational, multicultural team with a real sense of belonging Walking away from a problem to let the solution find you Asking your subconscious the question before you sleep Working with imposter syndrome instead of against it Kettia's perspective is a powerful reminder that resilience isn't loud sometimes it's the stillness you find when everything's in jeopardy, and the refusal to beat yourself up for what you couldn't have known. Her journey from a basement childcare startup to a Fortune 500 legal fight to a thriving nonprofit shows that you don't have to run all 26 miles at once. You just have to run the mile you're in. If you're an entrepreneur, nonprofit leader, or anyone facing something hard right now, this conversation offers practical wisdom, hard-won honesty about doubt and imposter syndrome, and a refreshing case that surviving the worst can leave you stronger than before. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details: Guest: Kettia Ming entrepreneur, author, business strategist, and executive director of Black Theatre United; founder of The Childcare Collective and Evergreen House Press Book: Run the Mile You're In: One Founder's Journey Through Success, Loss & Reinvention Website: https://www.kettiaming.com Find Kettia online: Website: https://www.kettiaming.com Newsletter — Run the Mile You're In on Substack Instagram: https://www.instagram.com/kettia/ LinkedIn: https://www.linkedin.com/in/kettiaming Speaking, podcast, and partnership inquiries: [email protected] — invite Kettia to speak, join your podcast, lead a conversation, or work with your organization around resilience, reinvention, entrepreneurship, leadership, and the business of childcare Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  2. 83

    Building a Team That Doesn't Need You: Resourcefulness, Focus, and the "I Belong" Mindset | Christian Espinosa

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Christian Espinosa best-selling author, cybersecurity entrepreneur, and 24-time Ironman triathlete who built and sold Alpine Security and now leads Blue Goat Cyber, securing medical devices for FDA compliance. A blood clot survivor, Christian shares practical strategies for overcoming adversity, building resilient leadership, and navigating cybersecurity challenges. His books, The Smartest Person in the Room and The In-Between, explore how mindset shifts and emotional intelligence drive success. He's also, it turns out, a qualified Formula Four driver and the conversation opens on the track, where he's learned that slow is smooth, smooth is fast, and brute force only runs you off the road. In this conversation, Christian challenges a piece of conventional wisdom he swallowed whole with his first company: that everybody needs what you sell, so you should sell to everybody. Trying to push fifteen cybersecurity services to every vertical at once, he diluted his brand, diluted his messaging, and landed nowhere. The fix was counterintuitive — say no to fourteen things and go all in on one. At Blue Goat Cyber, doing one thing extremely well brings in far more revenue than chasing everything did. Niche down, know your ideal client, solve one real pain point. Christian and Kim also dig into a leadership habit that separates founders who scale from founders who don't: refusing to be the answer to everything. When his team asks him something he could easily answer, he often points them to the resources instead, because handing over the answer every time keeps people dependent and keeps him the constraint. As Kim frames it, a leader who supplies every answer becomes a slave to the business, unable to unplug, unable to step away, unable to grow the thing past themselves. A successful business, Christian insists, shouldn't need him at all. The two also explore the stories we tell ourselves — the theme of Christian's next book. They trade notes on the power of "I am" statements as identity, the smoker who quits versus the non-smoker who simply is one, and the danger of ignoring the gut voice that already knows. They talk about tuning in rather than tuning out, choosing yourself over reliving old trauma, and doing the inner work so you stop recreating the same circumstance. And when the talk turns to imposter syndrome, Christian offers the most concrete fix of the episode: a bracelet engraved "I belong," worn and read every day until the room he doubted became the room he owned. Change the story, and the conversations change with it. This episode explores: Why "everybody needs it" is a trap — and how niching down grows revenue Unlearning the craving for security to step into entrepreneurship Teaching your team to be resourceful instead of dependent Why a leader who answers everything becomes a slave to the business Tuning in to the gut voice instead of rationalizing it away Choosing yourself over reliving old trauma The stories we tell ourselves, and the power of "I am" statements Interrogating a big reaction before responding to the trigger Doing the inner work so you stop recreating the same situation If you're an entrepreneur, leader, or anyone wrestling with the gap between what you know and what you do, this conversation offers practical insight, honest talk about imposter syndrome, and a refreshing case that the story you tell yourself is the one thing you always get to rewrite. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details: Guest: Christian Espinosa Company: Blue Goat Cyber Books: The Smartest Person in the Room and The In-Between (with a new book on the stories we tell ourselves expected early next year) Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  3. 82

    The Success "Formula" Nobody Warns You About: Why One-Size-Fits-All Advice Fails | John Cousins

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with John Cousins investor, tech founder, and best-selling author of Corporate Finance ASAP and, remarkably, over 60 other books. John is the founder of MBA ASAP, which has trained more than 30,000 students across 165 countries, along with corporations like Adidas, Apple, General Mills, Kaiser Permanente, Lyft, PayPal, Pinterest, Mercedes-Benz, and Volkswagen. He's also taught MBA students at universities around the world. Outside of business, he's a lifelong jazz pianist — and the conversation opens with a rich detour into how jazz, for all its improvisation, is built on tight, shared structure.  In this conversation, John challenges one of the deepest lessons school drills into us: that success means never failing. As an engineer turned entrepreneur, he had to unlearn the test-taking mindset entirely.  A turning point in John's story is his slow, deliberate walk away from corporate life. He started as an electrical engineer, studied at MIT, and spent the 1980s at ABC producing Wide World of Sports, World News Tonight, Olympics, and space shuttle launches — a dream job for a guy in his 20s. But he chafed under being told what to do, so he left, got his MBA, and hasn't had a boss since 1988. Over the following decades he shed the parts of business that constrained him — investors, partners, employees, big customers — until he built something he could run solo. Digital downloads and the internet let him reach a global "long tail" of students with no working capital and no accounts receivable. As he puts it, it's a wonderful time to be alive. John and Kim also dig into the gap between what we know and what we actually do — Kim's real fascination as a coach. They explore DISC as a tool for communication and negotiation,And when the talk turns to imposter syndrome, John flips it on its head. Rather than talking himself out of it with credentials, he treats it as a signal of the Dunning-Kruger effect in reverse — proof you know enough to know you don't know everything. His grounded answer to any gap: "I don't know, and I'll find out." Strong convictions, loosely held. This episode explores:  * Why school's "never fail" lesson is the wrong mindset for building anything   * Failing fast and forward as the real engine of entrepreneurship  * How jazz's structure mirrors the constraints inside creative work  * John's decades-long move away from bosses, partners, and investors  * Building a global, solo business on digital downloads and no working capital  * DISC as a tool for better communication and negotiation  * Why revenue growth can be a vanity metric — and simplicity scales   * Reframing imposter syndrome through Dunning-Kruger and Socratic humility John's perspective is a powerful reminder that there's no single recipe for success — only the willingness to fail, adapt, and stay honest about what you don't know. His arc from MIT engineer to boss-free global educator shows that you can build a business shaped entirely around who you actually are, if you're patient enough to let the path reveal itself.  If you're an entrepreneur, creative, lifelong learner, or anyone tired of the "shoulds" that pass for business advice, this conversation offers practical insight, candid honesty about imposter syndrome, and a refreshing case that the smartest thing you can say is often "I don't know — let me find out." Connect with me here:  * Website: https://www.kimmillerhershon.com  * LinkedIn: https://www.linkedin.com/in/kmillerhershon  * Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8  * Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast  Guest Details:  * Guest: John Cousins  * Company: MBA ASAP  * Books: Corporate Finance ASAP and 60+ others (including titles on Miles Davis, the Great American Songbook, and focus Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  4. 81

    Building and Handing Off a Law Practice: Succession, Books as Business Cards, and Imposter Syndrome | Garrett & Ted Sutton

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon does something a little different — instead of one guest, she sits down with two: Garrett Sutton and his son, Ted Sutton. Garrett is the founder of Corporate Direct and Sutton Law, an award-winning author of 11 books whose titles have sold over a million copies (including Start Your Own Corporation and Loopholes of Real Estate), an asset protection attorney, and for 25 years the legal architect of business protection in Robert Kiyosaki's Rich Dad world. For 35+ years, his firm Corporate Direct has helped entrepreneurs, real estate investors, and digital asset investors protect their personal assets in all 50 states — and more recently he founded Tenero.TV and Tenero Productions to make meaningful film. Ted is a partner and asset protection attorney at Corporate Direct, specializing in business formation and the maintenance of corporations and LLCs, and he even helped spearhead work around the new Corporate Transparency Act. The father-son pair share a passion for skiing — Garrett raised Ted on the slopes near their home in Reno, Nevada, at age two, and Ted went on to ski competitively, winning a Nevada state championship in high school. In this conversation, the Suttons challenge a piece of conventional wisdom baked into the legal profession itself: the billable hour. Early in his career, Garrett bristled at the pressure to bill for every minute. When he built his own practice and connected with Robert Kiyosaki, he moved to a flat-fee model — clients know exactly what they'll pay up front, with no anxious guessing about whether a call costs them five minutes or twenty. It's a model that removes friction for the client and, as Kim notes, still rewards Garrett for being efficient with his time. A turning point in the family story is Ted's path to the firm. Garrett and Ted's mother — a doctor — deliberately put no pressure on their kids to follow a professional track. Ted studied mining engineering at the University of Utah, even spending three months at a mine in Chile's Atacama Desert before realizing the remote life wasn't for him. He came to law on his own, drawn not by courtroom glory but by the chance to take over the family business and help the people his father had spent decades serving. It's the quiet engine of the whole episode: a peaceful succession, where Garrett phases out as Ted phases in, mentor and successor side by side. The two also explore the abundance mindset Ted absorbed from his father's world, the constant challenge of finding people with real work ethic, and Garrett's refusal to sell to private equity firms that would squeeze the clients he's served for 20 years. And both have books to show for it — Garrett's eight titles in Kiyosaki's series, plus his newest project, the Sports Heaven: The Birth of ESPN audiobook and documentary about ESPN's founder, available to rent exclusively on Tenero.TV. Ted's debut, Greenback's Book of Law, teaches law basics to parents, kids, and young adults through the eyes of Greenback — a friendly goldendoodle whose owner is Ernie the Attorney — filling the same gap that financial literacy education leaves in schools, with a companion card game on the way. This episode explores: Why the billable hour didn't fit — and how a flat-fee model serves clients better Letting kids find their own path instead of pushing them toward a profession Ted's pivot from mining engineering in the Atacama Desert to law What a peaceful family-business succession actually looks like Why you'll never do just "one thing" as a lawyer — and how you learn on the job The freedom of saying "I'm not your person" and referring work out The Toxic Client lesson: 80% of problems come from 20% of clients Avoiding some mistakes through a mentor — and why some you have to learn by fire The Suttons' perspective is a powerful reminder that success can be built on your own terms — flat fees instead of billable hours, your own path instead of an inherited one, and clients you actually want to serve instead of a quick payday. Their story of a father and son building something durable together shows that the most valuable thing you can pass down isn't a business, but the wisdom of how to run it well. If you're an entrepreneur, professional, family-business owner, or anyone navigating succession, this conversation offers practical insight, candid talk about imposter syndrome, and a refreshing case that doing right by your clients and your people is its own kind of strategy. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details: Guests: Garrett Sutton (Founder/CEO, Corporate Direct; TENERO Host/Founder; Rich Dad Advisor) & Ted Sutton (Partner & Asset Protection Attorney, Corporate Direct) Company: Corporate Direct — https://www.corporatedirect.com Garrett's books: 11 titles including Toxic Client, Start Your Own Corporation, and Loopholes of Real Estate (eight in Robert Kiyosaki's Rich Dad series) Garrett's latest: Sports Heaven: The Birth of ESPN audiobook and documentary — film available to rent exclusively on Tenero.TV; financial education videos on Tenero's YouTube Ted's book: Greenback's Book of Law (releasing in sync with America's 250th anniversary) — greenbacksbookoflaw.com, with a companion card game coming Find Garrett & Ted online: Facebook — Corporate Direct: https://www.facebook.com/corporatedirect Instagram — Corporate Direct: https://www.instagram.com/corporatedirect/ Instagram — Greenback's Book of Law: https://www.instagram.com/greenbacksbol/ YouTube — TENERO: https://www.youtube.com/@teneroofficial LinkedIn — Garrett Sutton: https://www.linkedin.com/in/garrettsutton/ LinkedIn — Ted Sutton: https://www.linkedin.com/in/ted-sutton-esq-703493116/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  5. 80

    Career Pivots, Lifelong Learning, and Building a Business After an AI Layoff with Ryan Drumheller

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Ryan Drumheller a self-described extroverted IT leader, fractional CIO, and founder of StellarHorn Group, where he helps businesses cut through the noise of technology and AI to drive real, measurable results. With over 20 years of experience in IT and leadership, Ryan is a relentless lifelong learner: two master's degrees, a bachelor's, more than 170 certifications, and doctoral ambitions still on the table. Outside of work, he's into music, sports, and video games and lately, golf. Ryan's path to all those credentials was anything but linear. He flamed out of community college after a year, landed an IT job quickly, and spent his twenties working hard without much of a plan. His parents young, with his dad a corrections officer steered him toward trade school, but Ryan was already taking apart PCs at night and quietly betting that IT was the future. The career epiphany didn't hit until his late twenties, when he looked at the hours he was putting in and thought, it can be different. That's when he went back for his bachelor's, then his master's, and never really stopped. In this conversation, Ryan challenges one of the most rigid beliefs in our culture: that there's one right path high school, straight to college, straight to career and that falling outside it means you won't amount to much. He's living proof otherwise. He and Kim get into how traditional education rewards a single narrow kind of intelligence, and how much talent gets boxed out because it doesn't fit. Ryan aced the technical classes he cared about even student-taught a programming course in high school while checking out of everything else. His bachelor's forced him through courses he found irrelevant; his master's, at a school built around relevant coursework, was night and day. Proof, as Kim puts it, that it can be done differently if we're open to it. Ryan and Kim also dig into the hard, honest math of going out on your own. Faced with a likely steady paycheck versus chasing the dream, Ryan landed on doing both taking the guarantee while building the product in the shadows. Along the way he learned something important about himself: he sells a product he believes in with total confidence, but selling himself as a service always felt like a stumble. The deeper realization is that he works better with people than as a solopreneur and instead of fighting his own nature, he's building something that fits it. Underneath it all, he's candid that imposter syndrome shows up in every phase, and that his answer is the same each time: look at the evidence, and remember that he's always figured it out before. This episode explores: Why the linear path — high school, college, career — isn't the only route to success How a community-college flameout became a 170-certification career Why traditional education rewards one narrow kind of intelligence Using what you're good at to help you learn what's hard The career epiphany: realizing "it can be different" Turning a job loss in the AI wave into a deliberate pivot How a hobby meant to escape technology became the work itself The honest math of a steady paycheck vs. chasing the dream — and doing both Why if you can't sell, you don't have a business Building around your nature instead of fighting it (team player vs. solopreneur) Using AI as a creative thought partner, not a human replacement Why imposter syndrome shows up at every stage — and how evidence pulls you out "You're not a victim, you're a survivor": owning your experience and doing the work Ryan's perspective is a powerful reminder that there's no single timeline for figuring it out — and that the disruptions we don't choose can point us toward the work we're actually built for. His journey from a checked-out high schooler to a credential-stacking CIO building a company around the game he loves shows that you can take the unconventional route and still arrive somewhere that feels like home. If you're a leader, technologist, career-changer, or anyone who took the long way around, this conversation offers practical perspective, hard-won honesty, and a refreshing case that you can pick yourself up, pivot, and keep moving — no cheat codes required. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details: Guest: Ryan Drumheller Company: StellarHorn Group Focus: Fractional CIO services; building golf technology software Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  6. 79

    From Abandoned at 11 to Trusted Advisor to Millionaires: Victoria Woods' Story

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Victoria Woods wealth advisor, trusted advisor to millionaires, and founder and CEO of Chapelwood Financial Services, where she specializes in high-net-worth investment advisory. Victoria has been featured in Newsweek, named one of 100 Women to Know in America in 2023, and is the author of It's All About the Money, Honey. Victoria's story doesn't begin with wealth. It begins with a father who abandoned the family when she was eleven, a stay-at-home mom suddenly raising four kids on $96-a-month rent, and a childhood spent cooking for her siblings on a hot plate. She started babysitting at twelve and quickly went from minding one child to running six at a time. She built a celebrated retail career, walked away from the corporate world at twenty-three, and eventually built three companies over three decades. In this conversation, Victoria challenges one of the most paralyzing beliefs in business: the idea that you have to have all the answers before you're allowed to lead. Early on, she pretended she had it all figured out confident on the outside, "sweat running down my back" on the inside. What she learned was that nobody expects you to know everything, and admitting you don't isn't weakness. The real skill is being clear about who you are and where you're going, then having the nerve to ask for help getting there. A turning point came the night she asked her store manager for a raise she had earned top sales, most departments and was told the money was going to "Lazy Bill" in furniture instead, because Bill was married with children and she was single. By the next morning she was clear: she would never again let someone else decide her worth. It's the moment that crystallized the phrase she still lives by in the absence of courage, do it scared. Much of the episode is a masterclass in asking for what you want. Victoria describes the goal card she created in her fifties her photo, a QR code, and a handful of specific annual goals which she hands to powerful people across the table, then sits back in silence and lets them volunteer how they can help. She writes their names down, names the commitment out loud, and follows up. Even her own business coach was left speechless watching it work. Victoria and Kim also dig into generosity as a discipline rather than a reward "give while you're living" and the lesson that what you give out rarely returns from the direction you sent it, but always returns. They talk about the loneliness of building something that eventually doesn't need you, which is exactly the point: if the company depends on the founder, Victoria says flatly, you don't have a business, you have a hobby. And underneath it all, she's candid that imposter syndrome never fully leaves her answer is the same as always: keep serving, keep moving, and don't take advice from broke people. This episode explores: Why you don't need all the answers to start — and why pretending you do holds you back How a childhood of scarcity became an entrepreneurial education The raise that wasn't, and the "fork in the road" moment that changed everything "In the absence of courage, do it scared" as a working philosophy The goal-card method for asking powerful people for help — and why silence is the secret Why asking for advice is a strength, not a weakness Giving while you're living, and treating generosity as a responsibility That you don't have to be rich to help: a dollar's a dollar Why a business that depends on its founder isn't really a business The bittersweet goal of training your team so well that clients stop needing you Why imposter syndrome can persist at every level of success Speaking to clients in plain English instead of jargon "Don't take advice from broke people" — and how to vet credibility before you listen Victoria's perspective is a powerful reminder that success isn't about arriving with all the answers it's about clarity, courage, and a willingness to keep serving even when you're scared. Her journey from a broken stove and floated checks to one of the most respected women-owned advisory firms in the country shows that you can build real wealth without losing your warmth. If you're an entrepreneur, advisor, leader, or anyone who's ever felt like they don't quite belong in the room, this conversation offers practical tools, hard-won wisdom, and a refreshing case that the bravest thing you can do is ask for what you want and then do the work. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details: Guest: Victoria Woods Company: Chapelwood Financial Services Book: It's All About the Money, Honey (also available as an audiobook) Website: FinancialDiva.com Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  7. 78

    From Special Ops to $70M in Real Estate: Leadership, Letting Go, and Profits With Purpose with Jesse Sells

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Jesse Sells co-founder and chief operating officer of Impact Growth Capital, where he runs the daily operations of a diverse portfolio of properties and companies. With a strong passion for creating meaningful change, Jesse connects strategic vision with concrete results, making sure each project not only hits its goals but lifts up the community and the wider market along the way. Jesse's path was anything but conventional. He grew up poor in rural Oklahoma at times without running water before moving to Texas and joining the military, where he spent his twenties in military intelligence and was picked up by Special Operations. His work in foreign internal defense took him across the Middle East, where he learned Arabic and learned, over countless glasses of tea, how trust actually gets built. After leaving the service, he and his brother pooled roughly $20,000 in life savings and, within a few years, built a portfolio of nearly 1,500 units focused on affordable and workforce housing partnering with nonprofits to bring mental health and community services to the people living in them. In this conversation, Jesse challenges one of the most stubborn beliefs in business: the idea that you have to choose between making money and doing good. Raised to resent wealth — he admits that as a kid he saw a new truck and thought "showoffs" he carried the common stigma that profit and purpose can't share a room. Over time, he came to see that as flat-out wrong. The more he earned, the more he could change: pay for nieces and nephews, fund services, and get a seat at the tables where real decisions get made. As he and Kim put it, you can't shift policy from the outside; you have to be in the room. Jesse and Kim also dig into the limits of conventional success advice — especially the "millionaire in 60 days" promise and the social-media fantasy that one viral moment equals a career. Both push back hard. Real success, Jesse argues, is more available than ever but never overnight, and a candle that burns that bright tends to burn out fast. Much of the episode turns on leadership and the hardest lesson of scaling: letting go. Drawing on the military's clarity about "left and right limits," Jesse explains how he set clear boundaries and then trusted his people to make decisions inside them supporting each one the way they needed, not the way he preferred. Kim adds the piece she sees leaders miss most: it's not just about deciding which decisions belong to whom, it's about the *feelings and identity* wrapped up in handing them over. When a founder's whole sense of self is "I'm the decision-maker," they'll claw the work back no matter how good the system is. Throughout the conversation, Jesse is candid about imposter syndrome, the messiness of "building the plane while flying it," and the quiet discipline behind his growth daily study, daily meditation, and a relentless focus on the 80/20 of what actually moves the needle. His trick for staying grounded in any room, even across from a billionaire: find the human first. This episode explores:  * Why the "money vs. meaning" trade-off is a false choice  * How profits and purpose can reinforce each other rather than compete  * Why real impact requires a seat at the table, not just good intentions  * The Fort Worth bus-stop story and what creativity-plus-legwork really looks like  * Why "overnight success" and viral fame are traps, not strategies  * What the military teaches about leadership that the civilian world often doesn't  * Why your calendar, not your intentions, reveals your real priorities  * How to beat imposter syndrome by finding the human in the room  * Why cultural awareness changes how you lead, sell, and connect If you're an entrepreneur, investor, leader, or business owner trying to grow something that matters without losing yourself in the process, this conversation offers practical insight, hard-won leadership lessons, and a refreshing case that doing well and doing good were never meant to be separate. Connect with me here:  * Website: https://www.kimmillerhershon.com  * LinkedIn: https://www.linkedin.com/in/kmillerhershon  * Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8  * Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details:  * Guest: Jesse Sells  * Company: Impact Growth Capital  * Focus: Affordable housing, infrastructure, and AI  * LinkedIn: https://www.linkedin.com/in/jesse-sells/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  8. 77

    The Dangerous Belief That's Limiting Your Company's Growth with Ted Fogliani

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Ted Fogliani seasoned entrepreneur, executive, and former CEO with more than 25 years of experience founding, scaling, and leading companies across e-commerce, SaaS, manufacturing, logistics, and technology-enabled services. After spending decades building businesses as a bootstrapped entrepreneur, Ted made an unconventional career move: stepping away from the CEO role and joining Whittier Trust, one of the largest privately held multifamily offices on the West Coast. Today, he leverages his entrepreneurial experience to support founders, business owners, and families navigating growth, transition, and long-term wealth planning. In this conversation, Ted challenges one of the most common assumptions in entrepreneurship: that great leaders should hire people who think, work, and solve problems exactly the way they do. Early in his career, Ted believed surrounding himself with people who shared his approach would create consistency and reliability. What he eventually discovered was that hiring replicas of yourself can limit innovation, reduce scalability, and prevent businesses from reaching their full potential. Ted shares how learning to hire complementary talent rather than familiar talent became one of the most important leadership lessons of his career. He explains why successful companies require diverse perspectives, healthy disagreement, and people who bring strengths that leaders themselves may not possess. The conversation also explores succession planning, delegation, and the difficult process of letting go. Ted reflects on how many entrepreneurs unintentionally become bottlenecks in their own businesses by believing they are indispensable. Over time, he learned that one of the greatest responsibilities of leadership is preparing others to eventually replace you — including preparing someone to take over your own role. Drawing from decades of experience building companies, Ted candidly discusses mistakes he made around hiring, over-titling employees, underinvesting in top talent, and holding onto responsibilities longer than he should have. He explains why many of the lessons that created the most value in his career came not from success, but from failure. One of the most unconventional aspects of Ted's story is his decision to step away from the CEO title after years of leading organizations. While many leaders view career progression as a constant climb upward, Ted found fulfillment in choosing a role that allowed him to contribute without carrying the full weight and responsibility of running an entire company. He shares why leadership is not always about status, titles, or control — and how letting go of ego can create new opportunities for growth. Throughout the episode, Ted and Kim discuss resilience, adaptability, and the reality that no leader truly has everything figured out. Whether managing growing businesses, navigating career transitions, raising four children — including triplets — or recovering from major business setbacks, Ted emphasizes the importance of focusing on solutions rather than dwelling on problems. The conversation also dives into mentorship, networking, and the value of transparency. Ted explains why some of the most meaningful advice he can offer today comes from the mistakes he made rather than the successes he achieved. By openly sharing failures, challenges, and hard-earned lessons, leaders create opportunities for others to learn without repeating the same costly mistakes.   This episode explores: - How diverse perspectives drive innovation and scalability - The dangers of believing you're indispensable to your business - How delegation creates stronger organizations and stronger leaders - Why leaders should actively develop people who can replace them - The hidden costs of hiring only who you can afford instead of who you need - How over-titling employees can create long-term organizational challenges - The leadership lessons Ted learned from decades of entrepreneurship - Why many of the most valuable business lessons come from failure - The realities of transitioning out of a CEO role - How to separate personal identity from professional titles - Why ego often becomes a barrier to leadership growth - The role of mentorship and peer networks during difficult transitions Ted's perspective is a powerful reminder that leadership is not about having all the answers. It is about creating environments where others can succeed, learning from mistakes, remaining adaptable, and having the courage to evolve as circumstances change. His journey demonstrates that true leadership often requires letting go of control, embracing humility, and recognizing that growth comes from both success and failure. If you're an entrepreneur, founder, executive, business owner, or leader navigating growth, succession planning, team development, career transitions, or personal reinvention, this conversation is packed with practical insights, leadership lessons, and hard-earned wisdom from decades in the trenches. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast  Guest Details: Guest: Ted Fogliani Company: Whittier Trust LinkedIn: https://www.linkedin.com/in/tedfogliani/?isSelfProfile=false Website: https://www.whittiertrust.com/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  9. 76

    How Rest Outperformed Hustle | Kristine Kilty on Leadership, Recovery & Success

    In this episode of Unconventional Wisdom About Conventional Wisdom, I sit down with Kristine Kilty — Creative Fashion Director & Luxury Brand Consultant, author, and founder of The Fierce Group. With more than 15 years of international experience across luxury fashion, haute couture, and high jewelry, Kristine has worked with some of the world's most prestigious brands, including Chanel, Dior, and Chaumet. Her career has spanned editorial and campaign direction for leading publications, including Vogue and Harper’s Bazaar, while styling high-profile talent such as Lewis Hamilton, Greta Gerwig, Nick Jonas, and Boy George. Today, she helps luxury brands refine their visual identity while also mentoring the next generation of fashion stylists through her consulting work and writing. In this conversation, Kristine challenges one of the most widely accepted beliefs in business and entrepreneurship: the idea that success requires endless hustle, grinding, and constant busyness. Early in her career, she embraced the traditional mindset that working harder and longer would naturally lead to greater results. Over time, however, she discovered that clarity, focus, and intentional action often create far greater outcomes than relentless effort. A life-changing turning point came when Kristine suffered a serious concussion during the pandemic, forcing her to spend months recovering with limited ability to work. Unable to maintain her usual pace, she focused only on the highest-impact activities while prioritizing rest, visualization, and nervous system regulation. Surprisingly, that period became one of the most financially successful seasons of her career, completely reshaping how she viewed productivity and achievement. Kristine explains why many entrepreneurs unknowingly operate from a dysregulated nervous system, confusing busyness with effectiveness. She shares how slowing down, creating space for reflection, and focusing on a few meaningful priorities each day transformed both her business results and her quality of life. Throughout the episode, Kim and Kristine explore the relationship between self-care and performance, discussing why activities often viewed as "non-productive" can actually become the foundation for sustainable success. Kristine argues that entrepreneurs frequently underestimate the importance of recovery, restoration, and personal well-being, even though these factors directly influence decision-making, creativity, and leadership. The conversation also explores visibility, authenticity, and the pressure business owners face in the age of social media. Kristine candidly discusses her ongoing struggle to balance meaningful content creation with the constant demands of online platforms, while remaining true to her values and strengths. This episode explores: Why hustle culture is often mistaken for productivity How clarity and focus can outperform hard work alone The connection between nervous system regulation and business success What a serious concussion taught Kristine about leadership and performance Why doing less can sometimes create better results The power of identifying the few actions that truly move a business forward How entrepreneurs can avoid confusing busyness with effectiveness The importance of rest, recovery, and self-care for high performers Why great leaders create space for different perspectives and voices How flexibility and adaptability help creative professionals thrive The lessons fashion and luxury branding can teach about leadership Why entrepreneurs should focus on progress rather than perfection How scheduling priorities intentionally can create greater freedom and results   Kristine's perspective is a powerful reminder that success does not always come from doing more. Sometimes it comes from slowing down, focusing on what truly matters, trusting your intuition, and creating space to think clearly. Her journey demonstrates that productivity is not measured by how busy you are, but by how intentionally you use your time, energy, and attention. If you're an entrepreneur, creative professional, leader, or business owner looking to build sustainable success without sacrificing your well-being, this conversation offers practical insights, powerful mindset shifts, and a refreshing alternative to conventional ideas about achievement.Connect With Me Here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=PodcastKristine Notes & Links I’ve just released my new book Fashion Stylist - Seven Proven Steps to Build a Banging Portfolio, a Powerful Network, and Make Shit Happen*. Available at Amazon, Barnes & Noble, Walmart and online retailers worldwide. Press kit (bio + press release): https://subscribepage.io/Og7NPb Amazon purchase link: https://mybook.to/FashionStylist Website: https://www.kristinekilty.co.uk/ Consulting agency: https://www.fierce-group.com/ Jewellery brand: https://frequencyparisibiza.com/ Instagram: https://www.instagram.com/kristinekilty/ LinkedIn: https://www.linkedin.com/in/kristine-kilty-b6b35a54/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  10. 75

    How Authenticity Builds Real Entrepreneurial Power with Melina Mattos

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Melina Mattos entrepreneur, founder of BRABO, and CEO of Alchemy Imports, a company dedicated to bringing the rich heritage of Brazilian spirits to the global market. Through BRABO, Melina is helping introduce audiences to cachaça, Brazil’s iconic sugarcane spirit, while educating consumers on its cultural history, craftsmanship, and role in modern cocktail culture. As a founder operating in a highly competitive, male-dominated beverage industry, she has built her brand at the intersection of storytelling, authenticity, and global product education. In this conversation, Melina shares her unconventional journey as both a business leader and a deeply intuitive thinker. She opens up about how she moved from trying to fit into traditional expectations to fully embracing her individuality as an entrepreneur even when it didn’t align with conventional norms of professionalism or leadership. One of the most defining threads in Melina story is her shift away from the idea of “fake it till you make it.” Instead, she argues that authenticity and humility build far more trust than curated personas ever could. Early in her career, she realized that pretending to know things she didn’t only created distance while honesty, even in moments of vulnerability, helped her build stronger relationships and credibility in high-level business environments. Throughout the episode, she and Kim explore the balance between intuition and knowledge in modern leadership. Melina challenges the traditional belief that success is purely driven by accumulated information, arguing instead that intuition especially in fast-moving entrepreneurial environments is becoming one of the most important leadership tools. Melina further opens up about building her brand in the beverage industry, from discovering cachaça through personal experience to recognizing its growing potential in the U.S. market. She shares how BRABO was born from both intuition and market opportunity, and how she is working to position cachaça as the next globally recognized spirit alongside tequila, bourbon, and vodka. Beyond business strategy, the conversation also explores identity, relationships, and personal growth. Melina discusses the importance of surrounding yourself with people who match your growth trajectory, even if that means letting go of long-standing friendships or spending significant time alone to evolve. For her, solitude is not isolation it is a tool for recalibration, self-improvement, and alignment. This episode explores: * Why authenticity outperforms “fake it till you make it” in modern entrepreneurship * How Milena built confidence by embracing vulnerability in high-level business settings * The role of intuition versus knowledge in leadership decision-making * The origins of BRABO and the cultural story behind cachaça * How Milena identified opportunity in a fast-growing spirits category * Why cachaça may become the next globally dominant spirit category * The importance of delegation and trusting teams in scaling a business * How spending time alone can elevate personal growth and energy * How focusing on what you want to expand shapes your reality and outcomes Melina's perspective is a reminder that entrepreneurship is not just about strategy or execution it is also about self-awareness, intuition, and the courage to lead in a way that feels aligned rather than performative. Her journey illustrates how success can be built by trusting yourself, embracing uncertainty, and staying grounded in who you are while building something bigger than yourself. If you're an entrepreneur, founder, or leader navigating identity, growth, or industry disruption, this conversation offers a powerful blend of mindset shifts, leadership insight, and real-world business building. Connect with me here: * Website: https://www.kimmillerhershon.com * LinkedIn: https://www.linkedin.com/in/kmillerhershon * Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 * Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast   Guest Details: * Guest: Milena Matos* LinkedIn: https://www.linkedin.com/in/melinamattosusa?utm_source=share_via&utm_content=profile&utm_medium=ios*  instagram: @melina_mattos / @drinkbrabo * Company: Alchemy Imports* Brand: BRABO Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  11. 74

    How CEO Kerri Burns Rebuilt a Nonprofit Animal Shelter From the Ground Up

    In this episode of Unconventional Wisdom About Conventional Wisdom, i sit down with Kerri Burns CEO of Santa Barbara Humane and a nationally recognized animal welfare leader with more than 27 years of experience transforming how communities care for animals and the people who love them. Kerri shares a grounded, deeply honest, and highly practical perspective on leadership in the nonprofit world, opening up about what it really takes to scale an organization, build infrastructure from scratch, and lead through uncertainty, burnout, and rapid growth. From starting her role at Santa Barbara Humane with no systems, no software, and minimal structure, to helping transform the organization into a countywide leader in animal welfare, Kerri’s journey is a case study in vision, execution, and relentless adaptability. She also reflects on the emotional and operational complexity of rebuilding teams, leading through COVID, and launching a multi-million-dollar capital campaign to build a new state-of-the-art campus. At the heart of the conversation is Kerri’s unconventional leadership philosophy one that rejects rigid “boss culture” in favor of empowerment, trust, and shared ownership. She explains why traditional rules like “be early, stay late” don’t align with sustainable performance, and why understanding energy, communication, and human capacity matters far more than hours worked. Beyond systems and strategy, she brings a deeply human perspective to leadership discussing imposter syndrome, the pressure leaders feel to have all the answers, and the strength it takes to say “I don’t know” or “this isn’t mine to solve.” We explore: - Why “be early, stay late” is outdated leadership advice - How to build high performance around energy, not hours - The importance of trust, communication, and team empowerment - Why leaders should not be the center of every decision - Rebuilding an organization from zero systems to full infrastructure - Scaling Santa Barbara Humane through mergers, COVID, and rapid growth - What it really takes to lead a multi-million-dollar capital campaign Kerri’s story is a powerful reminder that modern leadership is not about control it’s about clarity, trust, and building systems that allow people and missions to thrive without dependence on a single leader. By staying connected to the work, empowering others to lead, and continuously aligning decisions with mission and community needs, she shows that sustainable impact comes from building organizations that can run and grow without ego at the center. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details: Kerri Burns is CEO of Santa Barbara Humane and a nationally recognized animal welfare leader with more than 27 years of experience advancing the well-being of animals and the people who love them. Since joining Santa Barbara Humane in 2018, she has transformed the organization into a countywide leader in animal welfare, driving growth, leading a major merger, and expanding access to veterinary care, training, and essential services for thousands of pets and families across Santa Barbara County. She has held senior leadership roles across major humane organizations in the United States, including Tree House Humane Society in Chicago, Pet Alliance of Greater Orlando, and American Humane’s animal emergency response programs. Her work spans disaster response, nonprofit transformation, and large-scale organizational leadership. Her leadership has earned national recognition, including the American Humane Dennis White Award, and she was named one of Pacific Coast Business Times’ Top 50 Women in Business in 2025. Beyond her professional work, Kerri is passionate about the natural world and enjoys sailing, hiking, traveling with her family, golfing, and fostering shelter animals. Links: Santa Barbara Humane: https://sbhumane.org Gala: https://sbhumane.org/gala2026/ Donations: http://sbhumane.org/give LinkedIn: https://www.linkedin.com/in/kerrib/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  12. 73

    Climbing the Corporate Ladder Won’t Save You: The Millennial Lie About Success, Control, and Why Selling Beats Security with Charlie Sharp

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Charlie Sharp a property investor, estate agency owner, and property tech consultant who specializes in unlocking value from underperforming residential assets across London and the Southwest. With a background in prime Central London estate agency, Charlie has built and led teams focused on helping both established and aspiring property owners maximize the potential of residential real estate. Through his work, he combines hands-on market experience with a practical understanding of how technology and strategy can transform underperforming property assets into high-value opportunities. In this conversation, Charlie shares how one of his earliest “conventional wisdom” beliefs that climbing the corporate ladder is the only path to success ultimately led him to a moment of realization that success on paper does not always equal fulfillment in life. After rising quickly through the ranks in a competitive Central London agency, he discovered that the top of the corporate structure still left him feeling constrained creatively and professionally. He explains how this experience reshaped his thinking around autonomy, ownership, and building a career where you are in control of your own direction rather than dependent on corporate systems or external validation. Charlie also reflects on how modern shifts in business, including AI and workforce disruption, are accelerating the need for individuals to take ownership of their careers and develop their own value-driven paths. Throughout the episode, Charlie and Kim explore the realities of sales, leadership, and communication in business. Charlie emphasizes that sales is not just a function of business — it is the foundation of every successful venture — and highlights how many entrepreneurs underestimate its importance when starting out. He also discusses the critical role of “why” in sustaining motivation through the challenges of entrepreneurship and early-stage business building. They also unpack modern hiring and leadership challenges, including delegation, team building, and the emotional difficulty of letting people go when a business evolves. Charlie reflects on how over-hiring can create inefficiency and how early-stage founders often learn the hard way that smaller, more effective teams can outperform larger, less focused ones. Finally, Charlie opens up about imposter syndrome and how it can actually serve as a useful signal rather than a weakness. Instead of trying to eliminate it, he explains how he uses it as a cue to listen more, ask better questions, and build stronger relationships — particularly in high-stakes environments where expertise and perception may differ. This episode explores: - Why climbing the corporate ladder doesn’t always lead to fulfillment - How challenging clients respectfully builds long-term trust - The hidden challenges of hiring, delegation, and team structure - Why smaller, focused teams can outperform larger ones - How emotional decision-making impacts hiring and firing decisions - Why personal touch still matters in an increasingly automated world - How AI and automation are reshaping business communication - Why imposter syndrome can be used as a strategic signal rather than a weakness Charlie’s perspective is a reminder that building a successful business is not just about strategy or structure it’s about judgment, communication, emotional intelligence, and the willingness to continuously rethink what success actually means. If you’re a founder, entrepreneur, or business leader navigating growth, hiring decisions, or your own relationship with success and identity, this conversation offers grounded, practical insights from someone who has lived through both corporate scale and entrepreneurial independence. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details: Guest: Charlie SharpTikTok: CharlieSharpPropertyInstagram: HuntersSherborne Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  13. 72

    Unconventional Wisdom About Conventional Wisdom Podcast Episode Seventy Two with Jason Wong

    In this episode of Unconventional Wisdom About Conventional Wisdom , Kim Miller-Hershon sits down with Jason Wong a serial entrepreneur, manufacturing innovator, and the CEO of Packing Duck, a company specializing in customized packaging solutions for high-growth consumer brands. Having built multiple businesses across marketing, e-commerce, and manufacturing, Jason combines entrepreneurial creativity with deep operational expertise. From scaling packaging solutions for major consumer brands to building and exiting successful companies, he has spent the last decade learning how to navigate growth, leadership, hiring, and operational complexity in highly competitive industries. In this conversation, Jason shares why one of the biggest mistakes entrepreneurs make early on is trying to imitate larger companies instead of building strategies that fit their current stage of growth. Reflecting on his early business experiences, he explains how copying billion-dollar companies led to costly mistakes and why smaller businesses must learn to think differently, move faster, and operate more intentionally. Jason also dives into the realities of entrepreneurship as an immigrant founder, discussing the pressure of cultural expectations, the challenge of creating unconventional career paths, and why building businesses often requires going against traditional definitions of success. He reflects on growing up in a culture where prestigious careers and big-name institutions were prioritized, while entrepreneurship was viewed as uncertain and unconventional. Throughout the episode, Jason offers a refreshing perspective on leadership, people management, and company culture. He explains why leadership is rarely black and white, why understanding context matters when managing people, and how giving employees room to grow can sometimes unlock extraordinary results. Beyond business strategy, Jason also reflects on hiring, accountability, persistence, imposter syndrome, and the importance of creating standards that shape company culture from the top down. This episode explores:  * Why copying large companies can hurt small businesses and startups  * The lessons Jason learned from costly early entrepreneurial mistakes  * How immigrant and cultural expectations shaped his career journey  * Why entrepreneurship often requires going against conventional paths  * The realities of bootstrapping businesses without outside investors  * Why leadership and people management are rarely black and white  * The importance of hiring for mindset, organization, and adaptability  * How strong leadership standards influence company culture  * Why accountability must start with leadership  * The challenges of building and managing high-performing teams  * Why persistence and relentless follow-up create opportunities  * Jason’s perspective on imposter syndrome and entrepreneurial comparison  Jason’s perspective is a powerful reminder that entrepreneurship and leadership are not about following conventional paths or trying to copy what everyone else is doing they’re about resilience, adaptability, persistence, and having the courage to create opportunities for yourself. If you’re an entrepreneur, founder, executive, or leader navigating growth, hiring challenges, company culture, entrepreneurship, or self-doubt, this conversation is packed with practical wisdom, mindset shifts, and real-world business insights. Connect with me here:  * Website: https://www.kimmillerhershon.com * LinkedIn: https://www.linkedin.com/in/kmillerhershon  * Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8  * Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details:  *Guest: Jason Wong  *Company: Packing Duck Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  14. 71

    Feeling Like an Imposter Is the Price of Becoming Someone New | Moti Elkaim

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Moti Elkaim a fundraising and storytelling strategist who helps startup founders turn bold visions into investor-backed companies. As the creator of the Pitch Cycle method, Moti has helped startup leaders raise millions across seed, Series A, and growth stages. A former CMO who helped scale companies to more than $200 million in sales, Moti is also a former public speaking lecturer at Columbia University, a top writer on startups and fundraising, and the host of the How to Sell Your Vision podcast. In this conversation, Moti shares why one of the biggest mistakes leaders and entrepreneurs make is judging situations too quickly instead of asking deeper questions. Using a powerful story about a little girl holding two apples, he explains how assumptions, bias, and emotional reactions can distort leadership decisions and damage relationships before we fully understand what’s actually happening. Moti also dives into the psychology of entrepreneurship, fundraising, and self-worth explaining why founders often underestimate the value they bring to the table when facing investors, clients, or high-level executives. He discusses how entrepreneurs can stop overcompensating, stop trying to impress everyone, and instead learn to trust the value of their own lived experiences and expertise. Throughout the episode, Moti offers a refreshing and highly unconventional perspective on imposter syndrome. Rather than trying to eliminate it, he reframes it as a natural part of growth, explaining that stepping into rooms where you don’t yet fully belong is often exactly how transformation happens. Beyond fundraising strategy, Moti also reflects on authenticity, leadership psychology, storytelling, AI, and why founders must learn to communicate their vision with confidence, clarity, and emotional intelligence. This episode explores:  * Why leaders should ask more questions before making assumptions  * How entrepreneurs can stop overcompensating and trying to impress everyone  * Why every business relationship is an equal exchange of value  * Moti’s unconventional perspective on imposter syndrome  * Why growth often requires stepping into rooms where you feel uncomfortable  * How authenticity creates stronger leadership and business relationships  * Why lived experience matters more than credentials alone  * How AI can help founders organize ideas, systems, and workflows  * The importance of communicating ideas in ways that match how your brain works Moti’s perspective is a powerful reminder that leadership and entrepreneurship are not about pretending to have all the answers they’re about curiosity, resilience, authenticity, and having the courage to grow into the next version of yourself. Connect with me here:  * Website: https://www.kimmillerhershon.com  * LinkedIn: https://www.linkedin.com/in/kmillerhershon  * Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8  * Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details:  * Guest: Moti Elkaim  * Podcast: How to Sell Your Vision  * LinkedIn: https://www.linkedin.com/in/moti-elkaim/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  15. 70

    From Overcommitment to Alignment: Redefining Modern Leadership with  Natasha Paddock

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Natasha Paddock CEO of the COPE Family Support Center and a mission-driven leader with a background in social work, psychology, and public service leadership. Natasha has spent her career working across government and nonprofit systems, including leadership roles in homelessness and community services across the Bay Area. Today, she leads COPE Family Support Center, where she and her team focus on strengthening family relationships through counseling, parent education, and community-based support services that help break intergenerational cycles and build healthier foundations for families. In this conversation, Natasha shares a powerful reframe on one of the most common leadership beliefs: that emotion should be removed from decision-making. While many leaders are taught to separate feeling from strategy, Natasha explains why that mindset can actually weaken leadership in human-centered work. Instead, she explores how emotional awareness when understood and managed becomes a source of clarity, compassion, and stronger decision-making. She also reflects on her early start in leadership, stepping into management roles in her early twenties within local government systems. That experience shaped her ability to navigate complexity, lead through crisis, and build systems-level thinking at a young age, while also learning the long-term responsibility of developing others. A major theme throughout the episode is the idea of alignment over balance. Natasha unpacks how leaders often struggle with competing demands from teams, communities, and organizations, and why the real challenge is ensuring your energy matches your values especially when everything feels important. The conversation goes deeper into leadership traps such as the “yes culture,” where high performers overcommit simply because they are capable. Natasha and Kim explore how this pattern can lead to burnout, bottlenecks, and a lack of strategic clarity, especially in mission-driven environments where everything feels urgent and meaningful. Natasha also opens up about unlearning the belief that strong leaders must always have the answers. Instead, she highlights the importance of curiosity, creating space for others to contribute, and building teams that are empowered to think and decide independently — rather than becoming overly dependent on leadership. One of the most reflective parts of the episode centers on imposter syndrome, identity, and transition. Natasha shares how growth often comes with discomfort and a redefinition of self, especially when stepping into new roles or environments. Rather than resisting that discomfort, she explains how leaning into it and reconnecting with lived experience and accomplishments helps leaders stay grounded and confident. Together, Kim and Natasha also explore deeper themes of bias, perspective, and lived experience, including how assumptions about identity, privilege, and workplace expectations shape how people move through the world and how leaders can become more aware of those dynamics. This episode explores: - How emotional intelligence strengthens clarity and decision-making - Why alignment matters more than traditional “work-life balance” - How overcommitment creates bottlenecks and burnout - Why strong leadership is about asking better questions, not having all the answers - The importance of building teams that contribute, not just execute - Why imposter syndrome often appears during growth and transition Natasha’s perspective is a powerful reminder that leadership is not just about systems, strategy, or output it’s about people, awareness, and the ongoing process of becoming more intentional in how we lead and show up. If you’re a leader, executive, or change maker navigating complexity, growth, or personal evolution, this conversation offers grounded insights on how to lead with clarity, empathy, and alignment even in uncertain environments. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details: Guest: Natasha Paddock CEO: COPE Family Support CenterLinkedIn: https://www.linkedin.com/in/natasha-paddock-msw-6278b0a/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  16. 69

    Operational Excellence, Leadership, and Resilience with Alain Cohen

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Alain Cohen a senior executive, CEO, and transformational leader with more than 20 years of experience in logistics, supply chain consulting, and AI-powered operational excellence. Having led multinational organizations across Europe and beyond, Alon has built a career helping companies scale profitably through innovation, digitization, operational excellence, and strong leadership. Known for combining strategic vision with hands-on execution, he has managed large profit centers, led complex teams, and driven high-stakes business transformations across multiple industries. In this conversation, Alon shares how one of the biggest mindset shifts in his career came from realizing that saying “yes” to every opportunity is not always the path to success. Early in his business development career, he was taught to maximize opportunities by always saying yes advice that initially seemed logical, but later proved to be limiting. Alon explains how learning to say no to the wrong opportunities, toxic business relationships, and short-term wins ultimately created space for stronger partnerships, healthier growth, and better long-term outcomes. He discusses why leaders must prioritize focus, standards, and long-term value creation over immediate financial gains or short-term validation. Throughout the episode, Alon offers a refreshing perspective on leadership, uncertainty, and growth. Rather than trying to eliminate doubt, he shares why embracing uncertainty has become one of his greatest leadership advantages allowing him to make decisions faster, stay adaptable, and continue pushing beyond his comfort zone. Beyond business strategy, Alon also reflects on his leadership philosophy, his transition from corporate executive roles into AI-focused entrepreneurship, and why building robust organizations that can thrive without constant leader involvement is a true sign of leadership maturity. This episode explores: - Why saying yes to everything can become a trap for high achievers - The power of learning when to say no in business and leadership - Why toxic but profitable client relationships often cost more than they give - How short-term wins can sabotage long-term sustainable growth - Why strong leaders don’t need to have all the answers - The importance of creating conditions for collective intelligence within teams - How embracing doubt and uncertainty can improve decision-making Alain perspective is a powerful reminder that leadership is not about certainty, perfection, or having all the answers it’s about building resilience, making intentional decisions, empowering others, and continuing to grow through uncertainty. If you’re a leader, entrepreneur, or executive navigating growth, transformation, operational challenges, or leadership development, this conversation is filled with practical wisdom, mindset shifts, and real-world business lessons. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details: Guest: Alon Cohen Linkedin: https://www.linkedin.com/company/famla/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  17. 68

    The Power of Accountability and Resilience in Business and Life with Laurent Cohen

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Laurent Cohen Founder and CEO of Go OBL, a voice-first AI platform helping local businesses never miss customer calls, capture leads, and book appointments automatically. With more than 20 years of entrepreneurial and technical leadership experience across Europe, the United States, and Israel, Laurent has built and scaled multiple businesses across industries including eCommerce, digital marketing, and AI. His journey has been shaped by high growth success, painful setbacks, and hard-earned lessons about resilience, accountability, and leadership. In this conversation, Laurent shares the story of how an unexpected volcanic eruption in Iceland nearly destroyed his thriving eCommerce business by disrupting global shipping during peak holiday season. What initially felt like an “act of God” became one of the most transformative moments of his career, forcing him to confront hard truths about risk, overconfidence, and the importance of personal accountability. Laurent explains why business owners must stop seeing themselves as victims of circumstance and instead take ownership of their blind spots, decisions, and missed opportunities. He shares how rebuilding after crisis ultimately led him to create an even larger and more successful company. Beyond business resilience, Laurent also reflects on how living and building businesses across France, the United States, and Israel shaped his leadership philosophy. He discusses the differences between craftsmanship, efficiency, and urgency and how each culture taught him a different dimension of entrepreneurship. This episode explores: - How a volcanic eruption nearly bankrupted Laurent’s business and changed his mindset forever - Why accountability is one of the most underrated leadership skills - The danger of success making entrepreneurs feel invincible - How setbacks often become the foundation for future breakthroughs - The differences between doing business in France, the U.S., and Israel - Why entrepreneurs must trust their intuition while staying accountable for mistakes - How imposter syndrome can show up even in highly experienced founders - The role meditation played in helping Laurent manage stress, anxiety, and internal pressure - Why AI is widening the gap between those who actively learn and those who get left behind Laurent’s perspective is a powerful reminder that resilience isn’t built when everything is going well it’s built in the moments when things fall apart and you decide what story you’re going to tell yourself next. If you’re an entrepreneur, leader, or business owner navigating uncertainty, setbacks, growth, or AI transformation, this conversation is packed with practical wisdom, mindset shifts, and real world lessons. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details: Company: Go OBL Website: https://getoblic.com Founder: Laurent Cohen Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  18. 67

    Hiring Beyond the Resume with Kate Pletcher

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Kate Pletcher Founder and CEO of Treehouse Partners, a boutique executive search firm specializing in placing executive talent and helping organizations build stronger leadership teams. Before launching Treehouse Partners 15 years ago, Kate led a successful franchised staffing firm in Los Angeles and served as Director of Global Brand Licensing for Skechers. Her unconventional path into executive recruiting shaped a business model that challenges traditional hiring norms and focuses less on rigid résumés and more on understanding people, culture, and long-term fit. In this conversation, Kate shares how one failed early hire taught her one of the most important lessons in business: sometimes expertise isn’t what makes someone the right fit. Instead, she explains why skills like adaptability, calm under pressure, customer service, and curiosity often outperform technical experience alone. Kate also opens up about entrepreneurship, leadership, and the reality of running and scaling a business while raising a family, volunteering, traveling, and managing the everyday chaos of life. She shares her perspective on letting go of perfection, deciding what truly matters, and giving yourself permission to stop trying to “do it all.” This episode explores: Why hiring for industry expertise alone can backfire How unconventional backgrounds can create stronger businesses What makes Treehouse Partners different from traditional recruiting firms Why cultural fit matters more than checking every box on a job description The myth of “doing it all” and how successful leaders actually prioritize Why leaders shouldn’t follow the outdated rule of “never let them see you sweat” The challenge of growing from founder to CEO and learning to let go Why businesses benefit from broad expertise rather than overly narrow specialization How imposter syndrome still shows up, even for highly accomplished leaders Practical ways to manage self-doubt and build confidence through evidence Kate’s perspective is a refreshing reminder that leadership isn’t about perfection, control, or having all the answers. Often, it’s about self-awareness, trusting your instincts, building the right team, and being willing to rewrite the rules that no longer serve you. If you’re building a business, leading a team, hiring talent, or navigating the messy reality of growth and leadership, this conversation is full of practical wisdom and grounded insights. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details: Company: Treehouse Partners LinkedIn: https://www.linkedin.com/in/katepletcher/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  19. 66

    Stop “Shoulding” on Yourself Webinar: 3 Leadership Decisions That Create More Revenue and Less Overwhelm

    If your business is growing, but somehow everything still lands back on your desk, it may not be a time management issue — it may be the decisions shaping your leadership. Join my FREE live webinar where I’ll walk you through 3 key decisions that help leaders increase revenue without adding more hours to their schedule. 👉 Save your spot here: https://webinar.kimmillerhershon.com Stop being the bottleneck. Start leading with more clarity, focus, and freedom. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  20. 65

    3 key decisions that help leaders increase revenue without adding more hours to their schedule

    If your business is growing, but somehow everything still lands back on your desk, it may not be a time management issue — it may be the decisions shaping your leadership. Join my FREE live webinar where I’ll walk you through 3 key decisions that help leaders increase revenue without adding more hours to their schedule. 👉 Save your spot here: https://webinar.kimmillerhershon.com Stop being the bottleneck. Start leading with more clarity, focus, and freedom. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  21. 64

    Stop “Shoulding” on Yourself Webinar: 3 Leadership Decisions That Create More Revenue and Less Overwhelm

    Leadership doesn’t have to mean carrying everything alone. If your business is growing, but somehow everything still lands back on your desk, it may not be a time management issue — it may be the decisions shaping your leadership. Join my FREE live webinar where I’ll walk you through 3 key decisions that help leaders increase revenue without adding more hours to their schedule. 👉 Save your spot here: https://webinar.kimmillerhershon.com Stop being the bottleneck. Start leading with more clarity, focus, and freedom. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  22. 63

    Breaking the Rules of Leadership: Authenticity, Confidence & Challenging Convention with Patrick McCann

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Patrick McCann — Chief Executive of the City of London Law Society, co-founder of multiple legal diversity initiatives, former Director of Learning at Linklaters, and one of the most visible LGBTQ+ voices in the UK legal sector. Patrick brings an energizing, deeply human perspective to leadership, challenging the rigid conventions often embedded in traditional industries like law. From his early career as a lawyer navigating hierarchical systems that rewarded conformity, to simultaneously teaching aerobics classes for over two decades, Patrick shares how breaking rules, embracing individuality, and prioritizing people over positional power shaped his unconventional path. This conversation explores what leadership really looks like beyond titles, status, and traditional authority. Patrick opens up about navigating anxiety, late-diagnosed ADHD, imposter syndrome (or as he calls it, becoming an “imposter”), and the ways leaders can create environments where people actually feel seen, supported, and able to thrive. Beyond leadership, this episode dives into identity, self-awareness, inclusion, and why the most impactful leaders are often the ones willing to challenge outdated systems while staying grounded in kindness and authenticity.   We explore: - Why “follow the rules” can be some of the worst career advice you ever receive - Patrick’s unexpected journey from lawyer to sought-after aerobics instructor - The hidden class systems and hierarchies inside elite professional environments - Why great leaders focus more on people than titles, profits, or ego - The importance of recognizing and calling out people’s strengths specifically - How anxiety, ADHD, and losing things became part of Patrick’s leadership self-awareness - Why self-doubt can become self-indulgent if left unchecked Patrick’s perspective is a reminder that leadership isn’t about becoming more polished, more hierarchical, or more intimidating — it’s about becoming more yourself, more intentional, and more committed to helping others grow. If you’ve ever questioned traditional leadership models, struggled with self-doubt, or wondered how to succeed without sacrificing authenticity, this episode will leave you both inspired and rethinking what effective leadership actually looks like. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details: Organization: City of London Law Society LinkedIn: https://www.linkedin.com/in/patrick-mccann-066017207/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  23. 62

    Stop “Shoulding” on Yourself Webinar: 3 Leadership Decisions That Create More Revenue and Less Overwhelm

    Leadership doesn’t have to mean carrying everything alone. If your business is growing, but somehow everything still lands back on your desk, it may not be a time management issue — it may be the decisions shaping your leadership. Join my FREE live webinar where I’ll walk you through 3 key decisions that help leaders increase revenue without adding more hours to their schedule. 👉 Save your spot here: https://webinar.kimmillerhershon.com Stop being the bottleneck. Start leading with more clarity, focus, and freedom. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  24. 61

    The Leadership Lie Everyone Believes: Why Being Authentic Isn’t Enough

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Nick Jain — co-founder of Eagle Rock CFO Services, Harvard Business School graduate, former professional investor, and finance leader who has helped scale businesses across trucking, software, and e-commerce to over $100M in revenue. Nick brings a refreshingly analytical and unconventional perspective to leadership, challenging many of the “feel-good” business rules people are often taught early in their careers. From questioning the popular advice to simply “be yourself” as a leader, to explaining why successful businesses should be built through small experiments instead of big all-or-nothing bets, Nick shares practical lessons shaped by years of experience leading finance and operations teams. This conversation dives into the realities of leadership, decision-making, entrepreneurship, and what it looks like to build an AI-native consulting business from the ground up. Nick also opens up about the challenges of sticking to decisions, managing uncertainty, navigating partnership dynamics, and why leadership is often less glamorous and far more methodical than popular culture suggests. Beyond business strategy, Nick shares his thoughts on AI, entrepreneurship, and how math, experimentation, and calm decision-making shape both his work and mindset. We explore: Why the advice to “just be yourself” can actually hurt aspiring leaders Why successful leaders are often more analytical than charismatic The struggle of sticking with decisions after they’ve been made How Nick and his co-founder are building an AI-native advisory firm Why smaller, highly efficient businesses may outperform traditional large firms The realities of co-founder communication, role clarity, and partnership agreements Nick’s perspective is a reminder that leadership isn’t always about confidence, charisma, or bold speeches — often, it’s about clear thinking, thoughtful experimentation, and building systems that let businesses grow smarter. If you’ve ever questioned traditional leadership advice or wondered what modern entrepreneurship really looks like in the AI era, this episode will give you a lot to think about. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details: Company: Eagle Rock CFO Services Website: https://eaglerockcfo.com LinkedIn: https://www.linkedin.com/in/nickmjain/ If you’re building, leading, or scaling a business — and want a more practical, grounded perspective on leadership, finance, and experimentation-driven growth — this conversation offers both strategy and insight. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  25. 60

    Stop “Shoulding” on Yourself Webinar: 3 Leadership Decisions That Create More Revenue and Less Overwhelm

    Leadership doesn’t have to mean carrying everything alone. If your business is growing, but somehow everything still lands back on your desk, it may not be a time management issue — it may be the decisions shaping your leadership. Join my FREE live webinar where I’ll walk you through 3 key decisions that help leaders increase revenue without adding more hours to their schedule. 👉 Save your spot here: https://webinar.kimmillerhershon.com Stop being the bottleneck. Start leading with more clarity, focus, and freedom. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  26. 59

    Chaos to Cash Flow: The Real Story Behind Multiple 7-Figure Businesses with Kevin Oneil

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Kevin O'Neill — a multi-business owner who has built and scaled several seven-figure lifestyle businesses in the water sports industry. Kevin brings a raw, unfiltered, and refreshingly honest perspective on entrepreneurship, sharing the highs, the failures, and the unconventional path that led him to success. From growing up in Detroit with no connection to boating, to building a thriving water-based business empire, his story challenges the idea that success follows a straight line. He opens up about navigating ADHD, overcoming self-doubt, and learning business the hard way — through experience, mistakes, and relentless curiosity. Kevin also breaks down why blindly following traditional business advice (like over-leveraging or rigid systems too early) can actually hurt your growth. Beyond business, Kevin’s personality shines through — whether it’s raving in his late 40s, traveling the world, or building a life centered around freedom, fun, and family. This conversation dives deep into what it really takes to build something meaningful — and why knowing yourself is the ultimate advantage. We explore: Why “leverage everything” isn’t always smart business advice The reality of imposter syndrome — even at high levels of success Why financial literacy is a skill many entrepreneurs learn too late Building businesses that fund your lifestyle — not consume it The importance of hiring people better than you Why authenticity and self-awareness beat traditional leadership playbooks The power of exploring multiple business models instead of sticking to one lane How confidence is built by being in the room — even when you feel out of place Kevin’s story is proof that there’s no single formula for success. By embracing curiosity, leaning into your strengths, and staying open to opportunity, you can build a life and business that actually works for you — not one dictated by outdated rules. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast Guest Details: Book: Mate to Millionaire (available on Amazon) Website: (Coming soon) KevinAndGregLive.com If you’ve ever felt like you don’t quite fit the “traditional” mold of success — this episode will show you that might actually be your greatest advantage. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  27. 58

    Stop Shooting on Yourself Free Webinar

    Leadership doesn’t have to mean carrying everything alone. If your business is growing, but somehow everything still lands back on your desk, it may not be a time management issue — it may be the decisions shaping your leadership. Join my FREE live webinar where I’ll walk you through 3 key decisions that help leaders increase revenue without adding more hours to their schedule. 👉 Save your spot here: https://webinar.kimmillerhershon.com Stop being the bottleneck. Start leading with more clarity, focus, and freedom. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  28. 57

    The Truth About Leadership No One Tells You (From a CEO Who Built It Without Funding) with Dusty Gulleson

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Dusty Goldson — CEO of Tectonic, a company he built over 25+ years without outside funding, hype cycles, or chasing trends. Dusty shares a grounded, no-nonsense perspective on leadership and growth, shaped by real-world experience scaling teams, navigating five acquisitions, and building businesses rooted in trust, consistency, and long-term relationships. His approach challenges the idea that success comes from rigid systems or quick wins — instead, he makes the case for clarity, adaptability, and people-first leadership. From rethinking decision-making styles to navigating the messy realities of acquisitions, Dusty opens up about what actually happens behind the scenes of “successful” businesses — including the expectations that don’t match reality, the people challenges leaders often underestimate, and the importance of self-awareness in high-stakes environments. Beyond business strategy, this conversation dives into leadership psychology — from managing impulsiveness and fast thinking, to embracing imposter syndrome as a tool for growth rather than something to avoid. We explore: - Why “bullet point thinking” can limit better decision-making - The hidden challenges behind acquisitions — especially people and culture - Why early success can sometimes create long-term problems - The myth of “we’re all family” in business — and what to believe instead - Why great leaders focus more on people than processes or platforms - The importance of self-awareness and moderating your natural tendencies - Building a culture of accountability — and not tolerating underperformance - Why solving problems (not selling solutions) is the key to long-term success - How imposter syndrome can actually be a healthy and necessary signal - The value of surrounding yourself with people who think differently Dusty’s perspective is a reminder that leadership isn’t about having all the answers — it’s about making decisions, learning fast, and staying honest about the realities of building and scaling a business. If you’ve ever felt the gap between how business is supposed to work and how it actually unfolds in real life — this episode will resonate. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com Guest Details: Company: Tectonic Website: https://teamtectonic.com LinkedIn: https://www.linkedin.com/in/dustygulleson/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  29. 56

    Why Doing ONE Thing Might Be Killing Your Success with Paul Shrater

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Paul Shrater — an entrepreneur who has built and scaled over a dozen companies across e-commerce, manufacturing, third-party logistics, and emerging digital markets. Paul shares a powerful and unconventional take on business growth, challenging the long-standing belief that success comes from focusing on just one thing. Instead, he reveals how staying adaptable, spotting shifts early, and building around opportunity has allowed him to grow multiple successful ventures in parallel. From supplying NASA (yes — even sending fruitcake to space 🚀) to building a 150,000+ square foot operation, Paul’s journey is packed with real-world insights on innovation, leadership, and thinking differently in a rapidly changing world. The conversation dives into the future of entrepreneurship, the evolution of the creator economy, and how AI is reshaping the way businesses operate. Paul also shares his perspective on leadership, authenticity, and why understanding people—not just processes—is the key to building strong teams. If you’ve ever questioned traditional business advice or felt like there might be another way to succeed—this episode will challenge your thinking in the best way possible. We explore: Why “focus on one thing” might be outdated advice How to spot opportunities and pivot before it’s too late The real value of adaptability in modern business How AI is changing research, decision-making, and productivity Why authenticity beats “sales tactics” every time The power of networking and building long-term relationships Understanding different mindsets in leadership (people vs. process) Why success doesn’t look the same for everyone The future of the creator economy—and where it’s heading next Paul’s perspective is a refreshing reminder that there’s no single path to success. By staying curious, adaptable, and open to opportunity, you can build something dynamic, resilient, and uniquely your own—without being boxed in by conventional rules. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com/?utm_source=Podcast&utm_medium=paul+D%E2%80%99shreder   Guest Details: Company: https://minimusproducts.biz Fulfillment: https://minimusfulfillment.biz Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  30. 55

    The Truth About Leadership No One Tells You (Until It’s Too Late) with Angelo D’Amico

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Angelo D’Amico, a CEO leading a multimillion-dollar manufacturing company. Angelo brings a rare combination of real-world executive experience and deep thinking, shaped by his background in economics and philosophy. Instead of offering surface-level leadership advice, he challenges the way we think about ambition, pressure, and what success actually costs behind the scenes. This conversation goes beyond the highlight reel of business success and gets into the realities leaders face every day—decisions, trade-offs, and the internal battles that don’t get talked about enough. From navigating high-stakes environments to questioning conventional definitions of success, Angelo offers a thoughtful and honest perspective for anyone building, leading, or striving for more. We explore: The hidden cost of ambition and success How leaders navigate pressure in real business environments Why success isn’t always what it looks like from the outside The role of values in decision-making at the highest levels How philosophy and economics shape better leadership thinking Why there are no easy answers in leadership—only better questions The importance of honest conversations in business and life Rethinking what it means to build a meaningful career Angelo’s perspective is a powerful reminder that leadership isn’t about having all the answers—it’s about being willing to ask better questions, think deeper, and lead with intention in a complex world. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Webinar: https://webinar.kimmillerhershon.com Guest Details: instagram: https://www.instagram.com LinkedIn: https://www.linkedin.com   Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  31. 54

    Unconventional Wisdom About Conventional Wisdom Podcast Episode Sixty with Ken Cox

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Ken Cox for a conversation that goes way beyond surface-level AI talk. From running massive data systems to doing stand-up comedy, Ken breaks down what most people are missing: → AI can already replace most computer-based tasks → The real risk isn’t AI — it’s blind trust in it → And the biggest skill right now? Learning how to think with AI, not against it But it doesn’t stop there… We get into: – Why “playing” with AI daily might be your biggest advantage – The danger of false confidence in automation – What bombing on stage teaches about growth (and silence 👀) – And a raw, honest look at identity, transformation, and neurodiversity in the workplace This one is different. And yes… you’re in for a wild ride.Connect with me here: Website: https://www.kimmillerhershon.com webinar: https://webinar.kimmillerhershon.com/?utm_source=podcast+Kurt+Uhlir&utm_medium=podcast LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

  32. 53

    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fifty Nine with Kurt Uhlir.

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Kurt Uhlir — CMO, growth operator, and a leader who’s helped scale companies through hypergrowth, acquisitions, and even an $880M IPO. But here’s the twist… Kurt challenges the very idea of what leadership is supposed to look like. Conventional wisdom says: 👉 Leaders must always be certain 👉 Growth follows a fixed playbook 👉 Success means scaling fast—no matter what Kurt flips that on its head. He shares why the best leaders don’t pretend to have it all figured out and how that mindset actually unlocks better strategy, stronger teams, and real growth. This conversation dives deep into: • Why “having all the answers” can actually hold you back • The hidden danger of hiring for roles instead of outcomes • How leadership behavior can unintentionally trigger your team • Why decision-making gets harder—not easier—as you grow • The real reason imposter syndrome shows up (even at the top) • How to define your “best yes” and stop chasing everything One of the biggest takeaways?  If you don’t define what success looks like for you, you’ll always feel like you’re falling short. Kurt’s perspective is a powerful reminder that leadership isn’t about control it’s about curiosity, clarity, and the courage to question everything… including yourself. 🎧 If you’re building, leading, or scaling—this is one you don’t want to miss. Connect with me here: Website: https://www.kimmillerhershon.com webinar: https://webinar.kimmillerhershon.com/?utm_source=podcast+Kurt+Uhlir&utm_medium=podcast LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8Guest Details: Website: https://kurtuhlir.com/ LinkedIn: https://www.linkedin.com/in/kurtuhlir/ Other: https://www.youtube.com/c/KurtUhlir Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fifty Eight with Joel Miller

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Joel Miller, co-founder of The Sky Floor, a boutique marketing agency he runs with his identical twin brother. Joel shares a refreshingly honest take on business growth, challenging the “scale or die” mindset that dominates today’s entrepreneurial world. While many chase rapid expansion, Joel and his brother have intentionally built a profitable, $500K+ agency with just two people—proving that success doesn’t have to follow a traditional path. The conversation dives deep into redefining success, pricing your value with confidence, and why hourly billing might be one of the biggest mistakes service-based businesses make. Joel also opens up about imposter syndrome, even after years of success, and the mental frameworks he uses to push through it. From rejecting generic business advice like “niching down” to treating marketing like long-term investing, this episode is packed with practical insights and powerful mindset shifts for entrepreneurs who want to build a business on their own terms. We explore: Why “scale or die” isn’t the only path to success The problem with hourly billing—and what to do instead How to confidently price your services (even when doubt creeps in) Why success looks different for everyone—and how to define it for yourself The truth about imposter syndrome (at every level) Why you don’t have to niche down to grow a successful business Joel’s perspective is a powerful reminder that you don’t have to follow the crowd to succeed. You can build something profitable, sustainable, and aligned—without burnout, without unnecessary complexity, and without sacrificing what matters most. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 webinar: https://webinar.kimmillerhershon.com?utm_source=unconventional+wisdom+episode+58&utm_medium=podcast Guest Details: Website: https://www.theskyfloor.com/ LinkedIn: https://www.linkedin.com/in/joelelliottmiller/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fifty Seven with Matt Levenhagen

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Matt Levenhagen, founder of Unified Web Design and host of The Builders Podcast. Matt has been building online since the early 2000s—starting with affiliate sites and digital products before evolving into a full-service web agency. Today, his company serves clients globally, with a strong focus on WordPress development and, more recently, AI and automation through Unified Labs AI. Matt shares his journey as a long-time builder, offering a grounded perspective on what it really means to grow a business over time. From early entrepreneurial experiments to running an established agency, he challenges the common belief that success must always mean rapid scaling and constant expansion. Instead, he introduces a more sustainable approach—one rooted in appreciating what you’ve already built while still leaving room for future growth. Throughout the conversation, Matt opens up about the tension between ambition and contentment. After years of chasing aggressive growth, he reflects on the lessons learned from overextending—taking on too much, saying yes too quickly, and the consequences that followed. This has led him to a more balanced mindset: recognizing success in the present moment rather than always pushing for the next milestone. Ultimately, this episode is a powerful reminder that success doesn’t have to follow a rigid formula. It can be intentional, flexible, and deeply personal—defined not just by growth, but by fulfillment, alignment, and the freedom to build on your own terms. We explore: - Why constant growth isn’t the only definition of success - The danger of scaling too fast—and how to recognize your limits - How to balance ambition with contentment in business - Rethinking leadership: leading from within vs. stepping away - The reality of not having everything “figured out” as a founder - Why predictable lead generation is still a challenge for many entrepreneurs - The value of relationships and consistency over quick wins and so many more... Matt’s perspective offers a refreshing and honest take on entrepreneurship—one that prioritizes sustainability, self-awareness, and meaningful work over chasing endless growth. If you’ve ever felt pressure to scale faster or questioned what success should look like, this episode provides a thoughtful and empowering alternative. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Guest Details: Website: https://www.mattlevenhagen.com/ LinkedIn: https://www.linkedin.com/in/levenhagen/ #leadership #entrepreneurship #mindset #businessgrowth #personaldevelopment #leadershipdevelopment #successmindset #growthmindset #businesstips #management #teamwork #culture #companyculture #startuplife #smallbusiness #businesspodcast #selfimprovement #productivity #decisionmaking #impostersyndrome #resilience #motivation #inspiration #careeradvice #professionaldevelopment Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fifty Six with Dave Gulas

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Dave Gli, co-founder of Easy DC 3PL, a Kentucky-based logistics company providing warehousing, fulfillment, and transportation services to manufacturers and e-commerce businesses. Dave also hosts the Beyond Fulfillment Podcast, where he explores the entrepreneurial journey and the mindset behind building meaningful success. Dave shares his path from a long and successful career in sales to entrepreneurship, challenging the traditional belief that college is the only route to success. After choosing to leave college and pursue sales, he carved out his own path—one rooted in self-development, confidence, and real-world experience rather than conventional expectations. Throughout the conversation, Dave opens up about the realities of building a business—from navigating uncertainty and fear to staying grounded through wellness and intentional living. He emphasizes that success isn’t just about financial achievement, but about enjoying what you do, growing as a person, and showing up fully in all areas of life. The discussion also highlights Dave’s approach to leadership and growth—centered on transparency, respect, and collaboration rather than authority. He shares how being open with his team and valuing their input has helped build trust and strengthen the company culture. A key theme in this episode is the power of authenticity over transaction. Dave explains how focusing on providing real value—rather than chasing leads—has naturally grown his business, especially through his podcast and content. His mindset challenges the idea that everything must be directly monetized, showing instead that genuine impact creates long-term opportunity. We explore: - Why college isn’t the only path to success—and how to find your own - The role of personal development in shaping career growth - How to navigate fear, doubt, and uncertainty as an entrepreneur - Why success is more than income—it’s fulfillment and alignment - The importance of wellness in sustaining high performance - A leadership style built on transparency, respect, and collaboration - Why not everything needs to be transactional to drive business growth Dave’s perspective is a refreshing reminder that success doesn’t follow a fixed formula. It’s built through action, resilience, and a willingness to challenge conventional paths. If you’ve ever questioned the “standard” way of building a career or business, this episode offers a grounded, practical, and empowering alternative. Connect with me here. Website: https://www.kimmillerhershon.com Connect with me on LinkedIn: https://www.linkedin.com/in/kmillerhershon/ Subscribe to newsletter: link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8   Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fifty Five with Ben Wang

    In this episode of Unconventional Wisdom About Conventional Wisdom, Kim Miller-Hershon sits down with Ben Wong, a seasoned product and strategy executive, fractional Chief Product Officer, and founder of Blue Harmony Advisory—a boutique firm helping companies grow with purpose, clarity, and measurable impact. Ben shares insights from nearly two decades of experience guiding growth-stage technology companies, particularly in EdTech and SaaS, through critical inflection points. His journey spans product leadership, strategy, and advisory roles, offering him a unique vantage point on how businesses scale—and where conventional wisdom often falls short. Throughout the conversation, Ben challenges the idea that success comes from rigid “playbooks” or best practices. Instead, he emphasizes the importance of understanding context, human dynamics, and the deeper “why” behind what works. He also explores how culture must evolve as companies grow, and why leaders need to focus less on preserving rituals and more on sustaining purpose. The discussion dives into the realities of leadership—highlighting the importance of listening, building alignment over agreement, and fostering trust rather than authority. Ben also shares his perspective on navigating imposter syndrome, the shifting landscape of work in the age of AI, and why developing self-awareness and intentionality early in life is critical for long-term success. A key theme throughout the episode is the power of human connection in an increasingly automated world. Ben makes a compelling case that while AI is transforming how work gets done, the ability to understand people, facilitate collaboration, and lead with empathy will only become more valuable. We explore: - How company culture must evolve during periods of growth - The importance of listening and facilitation as leadership skills - Why leadership teams must model the behavior they expect - The shift from authority to trust in effective leadership - How AI is changing work—and what remains uniquely human - The importance of intentionality in career and life decisions - Why giving yourself permission to be “selfish” can prevent burnout - How to navigate imposter syndrome and build self-awareness Ben’s perspective is a powerful reminder that leadership isn’t about having all the answers—it’s about asking better questions, understanding people, and adapting with intention.  If you’ve ever relied on a “playbook” that didn’t quite fit, or questioned your path in a rapidly changing world, this episode offers a more thoughtful, human-centered approach to growth and leadership. Connect with me here. Website: https://www.kimmillerhershon.com  Connect with me on LinkedIn: https://www.linkedin.com/in/kmillerhershon/ Subscribe to newsletter: link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Connect with Ben here: Website: https://www.blueharmonics.io/ LinkedIn: https://www.linkedin.com/in/ben-wang-5731ba3/ Instagram: https://www.instagram.com/ben_blueharmonics/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fifty Four with Clint Rusch

    In this episode of Unconventional Wisdom About Conventional Wisdom, i sits down with Clint Rush, a decorated combat veteran and business executive currently serving as president and Managing Partner of Cabinetry and Millwork Concepts. Clint shares his unconventional journey—from studying at the University of Wisconsin to enlisting in the U.S. Army following 9/11, serving nearly a decade with overseas assignments, and eventually transitioning into the private sector. His career spans operations, finance, and executive leadership, including his role as President and CEO of NorthPoint Logistics before stepping into his current leadership position. His story is one of adaptability, resilience, and redefining leadership through real-world experience. Throughout the conversation, Clint challenges traditional ideas of leadership, emphasizing honesty, trust, and action over perfection. Drawing from both military and business environments, he offers a refreshing perspective on what it truly means to lead effectively, build strong teams, and navigate uncertainty. We explore: - Why shielding teams from bad news actually weakens leadership - The importance of radical honesty and transparency in building trust - How military leadership translates (and doesn’t translate) into business - The myth of having everything “figured out” as a leader - Why action beats overplanning—and how to avoid analysis paralysis - The balance between excellence and perfection in business execution - Building strong teams through trust, accountability, and support - How to manage imposter syndrome in high-pressure environments - The role of pacing and decision-making in leadership success - Why asking for help is a critical (and often overlooked) leadership skill Clint’s perspective is a powerful reminder that great leadership isn’t about having all the answers—it’s about being honest, taking action, trusting your team, and continuously learning along the way. If you’ve ever felt the pressure to be perfect or to have everything under control, this episode will challenge that thinking and give you a more practical, human approach to leading and succeeding. Connect with me here: Website: https://www.kimmillerhershon.com Connect with me on LinkedIn: /kmillerhershon Subscribe to newsletter: link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fifty Three with Shirley Wantland.

    In this episode of Unconventional Wisdom About Conventional Wisdom, I sit down with Shirley Wantland, CEO of Recovery Consultants, a company providing bespoke recovery support for individuals and families navigating addiction, mental health, and behavioral health challenges. Shirley shares her journey growing up as the daughter of Vietnamese immigrants in Oklahoma, where fitting in felt like survival, and how those early experiences shaped her views on identity, success, and belonging. She opens up about stepping into her authentic self—symbolized by her now-signature purple hair—and what it really took to move beyond fear, judgment, and societal expectations. Her story is not just about building a successful business—it’s about unlearning perfectionism, embracing vulnerability, and redefining what leadership and success actually look like. We talk about how authenticity can feel risky but necessary, why so much conventional business advice falls short, and how self-compassion plays a critical role in both personal growth and leadership. We explore: Why authenticity requires vulnerability and courage How early cultural expectations shape our view of success The trap of perfectionism and “being ready” Why fitting in can hold you back from real growth The reality of imposter syndrome—even at the highest levels How to lead without hierarchy and embrace collaboration Why self-compassion is essential for healing and progress The importance of addressing mental health without shame or stigma Shirley also shares personal insights into building and leading a 25-person team, navigating difficult leadership decisions, and creating a company culture rooted in growth rather than perfection. This conversation is a reminder that success isn’t about fitting into a mold—it’s about breaking it, owning your story, and having the courage to show up as you are. Connect with me here: Website: https://www.kimmillerhershon.com Connect with me on LinkedIn: /kmillerhershon Subscribe to newsletter: link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fifty Two with Jerry Brazie

    In this episode of Unconventional Wisdom About Conventional Wisdom, I sit down with Jerry, an entrepreneur who has built, bought, and sold over a dozen businesses, generating more than $450 million in revenue. Jerry shares his journey from growing up in extreme poverty as one of nine children to building a life and career from nothing no degree, no safety net, and no shortcuts. Through it all, he built a mindset grounded in one powerful principle: total ownership of your life and outcomes. This conversation goes beyond business. It’s about resilience, discipline, and rethinking what real success looks like. We dive into why taking responsibility changes everything, how early life shapes long-term outcomes, and why a lot of popular business advice misses the mark. Jerry also opens up about imposter syndrome, leadership, and the reality behind building and sustaining success. We also explore: - Why responsibility is a superpower in business and life - How adversity can shape your advantage - Why “perfect” business personas are a myth - Why common sense often beats formal education - What most leadership advice gets wrong - How to grow without losing yourself This is a conversation about mindset, ownership, and what it really takes to build something meaningful. Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: /kmillerhershon Newsletter: link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fifty One with Michael Black

    In this episode of Unconventional Wisdom About Conventional Wisdom, I sit down with Michael Black, founder and CEO of Success Tutoring, one of Australia’s fastest-growing education franchises, and author of the bestselling book Millionaire Tutor. Michael shares his journey from starting a tutoring business in a spare room as a teenager to building a global education brand with over 100 locations across multiple countries, all before the age of 30. Now expanding into the United States, his story challenges many assumptions about age, experience, and what it really takes to succeed in business. Along the way, Michael realized that some of the most common advice entrepreneurs hear, like chasing “work-life balance” or diversifying too early, can actually slow growth. Instead, he built his success by focusing deeply on one thing, reinvesting consistently, and committing fully to a single vision without a backup plan. We talk about what it means to build a business early in life, how to stay focused in the face of endless opportunities, and why execution matters more than perfection. We explore: Why work-life integration may matter more than work-life balance The case for specialization before diversification Why perfection can delay progress—and what to do instead How reinvesting in your business fuels long-term growth The reality of imposter syndrome at every stage of success Why action, not just mindset, is the key to creating “luck.” Michael also shares honest insights about navigating uncertainty as a young founder, from negotiating his first commercial lease to hiring his first team, and how pushing through discomfort helped him grow into his role as a leader. This conversation is a reminder that success doesn’t come from having everything figured out—it comes from taking action, staying committed, and being willing to learn as you go. Connect with me here: Website: https://www.kimmillerhershon.com Connect with me on LinkedIn: /kmillerhershon Subscribe to newsletter: link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fifty Appreciation

    In this milestone episode of Unconventional Wisdom About Conventional Wisdom, I’m celebrating a moment that feels both exciting and a little surreal—Episode 50. In less than a year, this podcast has grown into a space where leadership clichés come to retire and honest conversations about growth, business, and being human can actually take center stage. And while a podcast might look like a solo act from the outside, this episode is a reminder that it never really is. This special episode is a pause—a moment to celebrate the guests, the listeners, and the behind-the-scenes team who have helped shape the conversations that make this show what it is today. Along the way, I share a few reflections on what 50 episodes of challenging conventional thinking has taught me about leadership, growth, and the systems we often feel pressured to succeed within. We explore: Why conventional wisdom isn’t always wrong—but often incomplete How questioning leadership “rules” can lead to better outcomes The importance of honesty and vulnerability in real leadership conversations Why many capable people struggle inside systems that weren’t designed for them How curiosity and courage create space for better thinking The power of community in building meaningful conversations This episode is also a heartfelt thank-you to the incredible guests who brought their expertise and honesty to the show, the listeners who continue to share and support these conversations, and the production team who make sure each episode actually makes it from idea to published podcast. Reaching 50 episodes isn’t just a milestone—it’s proof that people are hungry for conversations that go beyond motivational clichés and surface-level leadership advice. If this podcast has helped you think differently, lead differently, or question the “shoulds” that shape the way we work and lead, consider sharing this episode with someone who might need the same reminder. Because fresh thinking isn’t a one-time event—it’s a practice. Connect with me here: Website: https://www.kimmillerhershon.com Connect with me on LinkedIn: /kmillerhershon Subscribe to newsletter: link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fifty with Dianne Wheeler

    In this episode of Unconventional Wisdom About Conventional Wisdom, I sit down with Diane Wheeler, founder and CEO of Home Hub AI, a tech startup building an ecosystem that helps homeowners track, protect, and grow the value of their homes. After spending more than 25 years in banking, Diane took an unexpected turn into entrepreneurship when she realized how little support homeowners receive after purchasing a home. Inspired by her own experience buying a house and feeling “ghosted” once the transaction was complete, she set out to build a smarter solution, one that puts the homeowner at the center. The result is Home Hub AI, an app designed to help homeowners organize documents, track maintenance, receive reminders, and make better decisions about their homes. With the help of an AI assistant named Val, the platform turns what can often feel like guesswork into a clear, organized system for managing one of the biggest investments people make. You can find the Home Hub AI app on the App Store, and Diane shared a special offer for listeners. If you download the app and message her to let her know you came from the podcast, she’ll give you a special deal. Along the way, Diane discovered that many of the traditional assumptions about technology founders, like needing to be a coder or technical expert, simply aren’t true. Instead, her strength lies in understanding real problems and designing solutions around the people experiencing them. We explore: • Why you don’t have to be a technical expert to build a tech company • How traditional corporate hierarchy can slow innovation and decision-making • The importance of designing solutions around real customer problems • Why working smarter, not longer, often produces better results • How creativity and downtime can actually improve productivity • What it means to lead with trust rather than control Diane also shares candid insights about imposter syndrome, navigating gender bias in both banking and tech, and learning to trust her voice as a founder. Her journey is a powerful example of how innovation often comes from asking simple questions and refusing to accept that “this is just how things are done.” This conversation is a reminder that entrepreneurship isn’t reserved for technical experts or Silicon Valley insiders. Sometimes the most meaningful innovation comes from someone who sees a problem clearly and has the courage to solve it. Connect with me here: Website: https://www.kimmillerhershon.com Connect with me on LinkedIn: /kmillerhershon Subscribe to newsletter: link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fourty Nine with Tori Barker

    In this episode of Unconventional Wisdom About Conventional Wisdom, I sit down with Tori Barker, founder of Creative Marketing, a digital marketing agency focused on helping coaches, consultants, and entrepreneurs increase their visibility and grow their businesses. Tori shares her journey from spending 15 years in corporate marketing to accidentally becoming an entrepreneur in 2019. What started as freelance work quickly evolved into a full-fledged agency built around helping “best-kept secret” business owners become seen, heard, and recognized in their industries. Along the way, Tori realized that many of the beliefs she carried from her corporate career—like the idea that simply working hard will lead to recognition and advancement—didn’t always hold true. Instead, she discovered that success often requires adaptability, visibility, and the willingness to rethink long-held assumptions about work and leadership. We talk about how shifting perspective, challenging internal narratives, and embracing growth can transform both business and personal confidence. We explore: - Why hard work alone doesn’t always lead to recognition - How perspective shapes what we believe is “hard” in business - The reality of imposter syndrome—even after years of experience - Why leadership works better when you individualize how you work with people - The dangers of micromanaging and becoming the bottleneck in your own company - How slowing down can actually create more clarity and better decision-making Tori also shares how changing the way she starts her day—moving away from the constant urgency of email and task lists—helped her show up more intentionally as a business owner and leader. By giving herself time to pause, reflect, and reconnect with her purpose, she found a healthier and more effective way to grow her business. This conversation is a reminder that entrepreneurship isn’t about following someone else’s formula for success. Sometimes the most powerful shift is simply giving yourself permission to slow down, trust your experience, and build a business that works for you. Connect with me here: Website: https://www.kimmillerhershon.com Connect with me on LinkedIn: /kmillerhershon Subscribe to newsletter: link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Forty Eight with Evelyn Ackah

    In this episode of Unconventional Wisdom About Conventional Wisdom, I sit down with Evelyn Ackah, founder of Ackah Business Immigration Law, a cross-border immigration law firm supporting professionals and businesses across Canada and the United States. Evelyn shares her journey from starting her legal career at major firms in Toronto to building her own practice while adopting twins as a single parent. What began as a need for flexibility turned into a thriving firm focused on helping people and businesses grow beyond borders through compassionate, proactive immigration support. Along the way, Evelyn realized that much of the conventional advice she heard early in her career like keeping your head down and working endless hours wasn’t the path to the kind of leadership or life she wanted. Instead, she built success through relationships, visibility, and embracing what made her different. We talk about how redefining success helped her grow a firm of nearly twenty people across multiple countries while staying grounded in authenticity and service. We explore: - Why working harder isn’t always the key to success - How building relationships can matter more than long hours - The pressure many leaders feel to appear perfect - Why vulnerability can strengthen leadership and team culture - How personal growth directly impacts business success - The importance of creating a workplace where people feel supported Evelyn also shares how her perspective on leadership has evolved over the past 15 years from trying to be the “perfect boss” to embracing authenticity, openness, and trust. Her story is a powerful reminder that leadership isn’t about fitting into someone else’s mold. It’s about creating an environment where people can do their best work while still being fully human. This conversation is a thoughtful look at what it really takes to lead a successful business while staying aligned with your values and the life you want to build. Connect with me here: Website: https://www.kimmillerhershon.com Connect with me on LinkedIn: /kmillerhershon Subscribe to newsletter: link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8Evelyn's Social Links: Website: https://www.ackahlaw.com LinkedIn: https://www.linkedin.com/company/ackah-business-immigration-law/ Youtube: https://www.youtube.com/channel/UCw7M2pQKwsRteq-nThuaELQ Facebook: https://www.facebook.com/AckahBusinessImmigrationLaw/ Instagram: https://www.instagram.com/ackahlaw/ X: https://twitter.com/Ackahlaw/ TikTok: https://www.tiktok.com/@evelynackahlawyer Apple Podcasts: https://podcasts.apple.com/us/podcast/ask-canada-immigration-lawyer-evelyn-ackah/id1461504289   #podcast #leadership #businessgrowth #unconventionalwisdom #personaldevelopment #UnconventionalWisdomAboutConventionalWisdomPodcast Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fourty Seven with Maitjian Welke

    In this episode of Unconventional Wisdom About Conventional Wisdom, I sit down with Maitjian Welke, founder and co-owner of CMI Solutions, a Silicon Valley based managed IT services and cybersecurity company she founded in 2008. Maitjian shares her journey from growing up in Indonesia to becoming a software engineer in Silicon Valley, leading global engineering teams at companies like IBM, Cisco, and VMware, and eventually building her own business alongside her husband. Along the way, she learned that some of the most common business advice, like “you must be a natural salesperson to succeed,” simply wasn’t true for her. Instead, Majun built her company by leaning into her real strength: solving problems and helping people. We talk about why trying to fit into someone else’s leadership mold can backfire, and how staying authentic can lead to stronger teams, better decisions, and more sustainable growth. We explore: - Why networking doesn’t have to mean working the room - How focusing on service can outperform chasing revenue - The difference between optics and real leadership - Why accuracy and overthinking can slow decision-making - How imposter syndrome shows up even after success - What it takes to lead without losing yourself Maitjian also shares how cybersecurity and AI are reshaping small businesses, why education and prevention matter more than panic, and what leaders need to understand about protecting their organizations in an increasingly digital world. This conversation is a reminder that leadership isn’t about following someone else’s formula; it’s about knowing your strengths, listening to your instincts, and building a business that reflects your values.Connect with me here: Website: https://www.kimmillerhershon.comConnect with me on LinkedIn: /kmillerhershon Subscribe to newsletter: link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8  #podcast #businessgrowth #unconventionalwisdom #personaldevelopment #businesscoaching Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fourty Six with Arash Shokouh

    In this episode of Unconventional Wisdom About Conventional Wisdom, I sit down with Arash Shokouh, founder and managing principal of Off Tech, a managed IT services company supporting small businesses across the West Coast. Arash shares how cybersecurity has become one of the most urgent priorities for modern businesses and why “zero trust” is no longer optional. From business email compromise to AI-powered scams, we talk about how threats are evolving and what leaders can do to protect their organizations without becoming paranoid or frozen by fear. But this conversation goes far beyond technology. Arash opens up about leaving corporate life after watching his division disappear overnight, what it was like to start a business with no revenue, and how persistence — not perfection — helped him build a team of eight and a thriving company culture. We explore: - Why writing a business plan can be less useful than talking to real people - How networking is really a crash course in learning how to sell - The hidden cost of saying yes to the wrong clients - Why leading from the front matters more than delegating too fast - How imposter syndrome is something you move through, not around - The systems and habits that help leaders stay organized in a noisy world Arash also challenges the idea that “the customer is always right,” arguing instead that the right customers are the ones who fit your values, your culture, and the way you want to grow. This episode is a reminder that leadership isn’t about avoiding problems; it’s about building the confidence to face them, learning from them, and choosing progress over panic. Connect with me here:  Website: https://www.kimmillerhershon.com  Connect with me on Linkedin: / kmillerhershon  Subscribe to newsletter: link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fourty Five with Wes Towers

    In this episode of Unconventional Wisdom About Conventional Wisdom, I sit down with Wes Towers, founder of Uplift 360, a digital agency helping builders and trades create smarter websites and measurable growth through practical SEO and clear strategy. Wes shares how real progress in business often starts with a different question: What would this look like if it were easy? From cold plunges and breathwork to mindset shifts around selling and leadership, he explains how simplifying complex problems can unlock momentum, clarity, and better decisions. We talk about why desperation repels opportunity, how an abundance mindset changes the way you show up with clients, and why leaders don’t need to control everything they need to create space for their teams to think, contribute, and grow.   We also explore: • Why simplicity beats complexity in business • How scarcity thinking quietly sabotages results • The danger of confusing “hard” with “important” • Why great leaders make room for ideas, not just decisions • How personal branding and authenticity build trust • What imposter syndrome really looks like after success Wes also opens up about his struggles with self-doubt, burnout, and growth, reminding us that leadership isn’t about having it all figured out. It’s about staying curious, staying human, and continuing to evolve. This conversation is a powerful reminder that progress doesn’t come from grinding harder It comes from simplifying, trusting your people, and choosing growth over fear.   Connect with me here: Website: https://www.kimmillerhershon.com LinkedIn: https://www.linkedin.com/in/kmillerhershon Subscribe to the newsletter: https://link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fourty Four with Rob Broadhead

    In this episode of Unconventional Wisdom About Conventional Wisdom, I sit down with Rob Broadhead, a veteran software architect, entrepreneur, and mentor with over 30 years of experience in technology and business. Rob is the founder of RB Consulting and the voice behind the Develop podcast, where he helps developers and business leaders turn ideas into real-world results. Rob and I talk about the hidden challenges of delegation, why “done is better than perfect” is harder to live by than it sounds, and how leaders can create environments where people are allowed to grow instead of being forced to conform. We explore the gap between building great systems and building great teams and why the best leaders focus less on themselves and more on clearing the path for others. We also dive into: - Why comfort can quietly limit growth - The danger of releasing products before they truly solve the problem - What imposter syndrome really looks like after success - Why feedback should flow in both directions - How reflection makes better leaders and stronger businesses - The difference between working in the business and working on it Rob shares how his own journey from developer to business owner reshaped how he thinks about leadership, success, and scaling responsibly. His perspective is a reminder that leadership isn’t about having all the answers. It’s about asking better questions, staying humble, and building teams that can thrive without you standing in the middle. This conversation is a powerful reminder that growth doesn’t come from control it comes from clarity, trust, and the willingness to evolve. connect with me here:  - Website: https://www.kimmillerhershon.com  - Connect with me on Linkedin: / kmillerhershon  - Subscribe to newsletter: https: //link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fourty Three with Jacopo Iasiello

    In this episode of Unconventional Wisdom About Conventional Wisdom, I sit down with Jacopo Iasiello, an entrepreneur who went from chasing a professional soccer career in Italy to rebuilding his life after a career-ending injury — and eventually creating success in business and real estate.Jacopo shares how failure shaped his mindset, including the moment he slept on the floor of his first failed shop rather than admit defeat, and how that experience taught him resilience, focus, and humility. We talk about why trying to do too many things at once can quietly sabotage growth, and why mastering one path before expanding is essential for long-term success.We explore:- Why intention plus attention determines the direction of your life- How failure can become a turning point instead of an ending- The danger of spreading your energy across too many projects- Why real leadership requires clarity, not ego- How communication and delegation shape strong teams- Why adding value to others is the foundation of meaningful successJacopo also opens up about imposter syndrome, self-doubt, and the inner battles that continue even after external success — reminding us that growth is not just about money or achievement, but about becoming stronger from the inside out.This conversation is a powerful reminder that success isn’t built in comfort it’s built through focus, resilience, and the courage to reinvent yourself when the plan falls apart.connect with me here: Website: https://www.kimmillerhershon.com Connect with me on Linkedin: / kmillerhershon Subscribe to newsletter: https: //link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    Unconventional Wisdom About Conventional Wisdom Podcast Episode Fourty Two with   Mike Barefoot

    In this episode of Unconventional Wisdom About Conventional Wisdom, I sit down with Mike Barefoot, a longtime entrepreneur and former staffing firm owner who has spent more than two decades placing professionals, leading teams, and navigating the realities of business growth.Mike shares how his career evolved from corporate recruiting into building his own IT staffing firm and why he’s now shifting into keynote speaking to pass along the lessons he learned the hard way. We talk about invisible career ceilings, why “just work hard” is incomplete advice, and how fear can be used as fuel instead of a roadblock.We also explore:- Why networking matters as much as effort- How comfort can quietly limit your growth- The danger of analysis paralysis- Why “trust and verify” is better leadership than blind trust- How imposter syndrome shows up even after success- Why balance, not burnout, leads to sustainable performanceThis conversation is a reminder that leadership isn’t about doing everything yourself it’s about knowing when to change direction, when to ask better questions, and when to choose growth over fear.connect with me here: Website: https://www.kimmillerhershon.comConnect with me on Linkedin: / kmillerhershon Subscribe to newsletter: https: //link.kimmillerhershon.com/widget/form/aEdmdA1W5MhoMCMfy5O8 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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ABOUT THIS SHOW

Unconventional Wisdom About Conventional Wisdom: Where clichés come to retire and fresh thinking we inspire. Smart minds don’t think alike—and that’s the point. Unconventional Wisdom About Conventional Wisdom takes you inside the messy, brilliant, and bold thought processes of high-achieving leaders, entrepreneurs, and out-of-the-box thinkers.We skip the clichés and spotlight the real talk: the strange decisions that worked, the brilliant ideas that bombed, and the thought patterns that defy the rulebook—but still lead to growth, impact, and the occasional mic drop.If you’re tired of surface-level advice and crave the kind of wisdom that makes you pause, laugh, and level up—this is your new favorite listen.Because let’s face it: playing it safe never built anything worth bragging about.

HOSTED BY

Kim Miller - Hershon

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Unconventional Wisdom About Conventional Wisdom currently has 50 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is Unconventional Wisdom About Conventional Wisdom about?

Unconventional Wisdom About Conventional Wisdom: Where clichés come to retire and fresh thinking we inspire. Smart minds don’t think alike—and that’s the point. Unconventional Wisdom About Conventional Wisdom takes you inside the messy, brilliant, and bold thought processes of high-achieving...

How often does Unconventional Wisdom About Conventional Wisdom release new episodes?

Unconventional Wisdom About Conventional Wisdom has 50 episodes. Check the episode list to see recent publication dates and frequency.

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Who hosts Unconventional Wisdom About Conventional Wisdom?

Unconventional Wisdom About Conventional Wisdom is created and hosted by Kim Miller - Hershon.
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