PODCAST · business
The Rise and Fall of Trust
by Cashflow Podcasting
The Rise and Fall of Trust dives deep into the defining moments when trust is earned, shattered, or put on the line. In each episode, hosts Anne Claessen and Pete Mockaitis sit down with bold, honest professionals–from wealth advisors and legal experts to executive coaches and thought leaders–who’ve seen trust tested in real time.Through real-world stories of extraordinary follow-through and shocking betrayal, you’ll gain powerful insights into how trust shapes reputations, relationships, and results. Discover the traits that elevate someone from good to unforgettable, and the red flags that signal a fall from grace.Whether you’re leading teams, advising clients, or navigating your own high-stakes path, this podcast helps you master the art of trust in business AND in life.New episodes drop every other week. Tune in to uncover what makes trust thrive, and what causes it to collapse.
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22
Trusting Yourself at the Bottom: Promises, Small Clients, and Long-Term Loyalty
What holds a relationship together when outcomes are uncertain, mistakes are inevitable, and incentives begin to shift? In this episode, Anne speaks with Brett Danko, president of Danko Education and a financial advisor at Main Street Financial Solutions. Working in both financial education (where students place their future in his hands) and in advisory work (where clients do the same with their money), Brett has seen that trust grows through candor, responsibility, and relationship. Tune in as Brett shares what he has learned about trust through the years, including the value of saying “I don’t know,” owning mistakes quickly, and treating people as more than transactions. As you listen, consider where trust in your own work depends less on being flawless and more on being transparent, steady, and willing to stick around when things get difficult.What You’ll Learn:Why saying “I don’t know” can build more trust than pretending certainty.How a spouse’s belief and a clear time boundary helped Brett bet on himself.The cost of treating early, “small” clients as disposable once you’ve grown.What broken business promises reveal about someone’s true reliability.How transparent communication can preserve trust in failure.Why many younger investors no longer trust traditional markets and what that signals.How real conversation, not online conflict, restores trust across differences.Ideas Worth Sharing:“In the end, it comes down to relationships, and I found that when people actually talk to one another, even from different viewpoints, they tend to understand one another.” - Brett Danko“When you’re working with clients, it’s all about trust. They have to know that you are a fiduciary. They have to know that you have their best interests at heart.” - Brett Danko“You can have a business that doesn’t work out, but yet the trust still remains because it’s about the longer-term relationship. That’s what really matters.” - Brett DankoAbout Brett Danko:Brett R. Danko, CFP® is the Founder and Managing Partner of Main Street Financial Solutions, LLC, where he actively advises clients on complex financial planning and investment issues. He also leads Danko Education, teaching CFP® Certification Education and exam prep courses nationwide, bringing real-world planner experience into the classroom. A graduate of the University of Pennsylvania, Brett grew up in Pittsburgh, PA and now lives in Newtown, PA with his wife and two children.Resources:Brett Danko | Danko EducationMain Street Financial SolutionsConnect with Brett:LinkedIn: Brett DankoConnect with Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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21
Trust Under Pressure: Accountability in High-Stakes Relationships
What does trust actually depend on when the stakes are high and something goes wrong?In this episode, Anne speaks with Eric Stein, partner at East Bay Investment Solutions, whose work sits inside one of the most trust-sensitive environments there is: investment decision-making. When advisors rely on your judgment to serve their clients, credibility is built in the details.Eric shares two stories from his career that reveal opposite sides of trust. One shows how taking full ownership after a major mistake actually strengthened trust. The other shows how unclear expectations and misaligned incentives slowly weakened it.As you listen, consider whether trust in your own work is being built by what you promise, or by what people experience when pressure arrives.What You’ll Learn:Why owning a mistake can build more trust than avoiding one.How people decide whether you are reliable under pressure.The cost of delayed communication in high-trust relationships.Why incentives can quietly weaken trust over time.How better expectation-setting prevents unnecessary friction.What strong handoffs require when relationships change.Why follow-through matters more than good intentions.Ideas Worth Sharing:“Trust is not only in what you say, but it’s in how you act and react to different things.” - Eric Stein“You want to certainly limit the number of mistakes you make, but if you do make them… let's make sure that we're accountable for them and how we fix them.” - Eric Stein“You need to trust that they're actually going to respond to you and that the relationship they have with you is as important as the relationship that we have with them.” - Eric SteinAbout Eric Stein:Eric Stein, CFA, is Partner and Senior Investment Strategist at East Bay Investment Solutions, where he serves as an outsourced Chief Investment Strategist for select financial advisory firms. With prior leadership roles at Goldman Sachs Asset Management and RSM U.S. Wealth Management, Eric brings deep experience across portfolio construction, risk analysis, asset allocation, and advisor support. He has been quoted in The Wall Street Journal and writes regularly on markets, due diligence, and investment strategy.Resources:East Bay Investment SolutionsServices & PricingSchedule an Intro CallJoin the Email ListLearn How East Bay HelpsConnect with Eric:LinkedIn: Eric SteinConnect with Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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20
Trust Begins Where Assumptions End
What actually earns trust: expertise or evidence of care?In a world full of information and increasing complexity, the real tension is not access to answers, but confidence in who is giving them.In this episode, Anne sits down with Eric Ludwig, a retirement income specialist, researcher, and advisor who operates at the intersection of practice and academia. His work centers on helping individuals deal with increasingly complex financial decisions with clarity and precision.At the core is a simple but often overlooked idea: trust is what makes information possible. Expertise alone is insufficient. It must be paired with care, curiosity, and the willingness to revise assumptions. In medicine or finance, specialization can help you feel more confident, but only if it is based on listening instead of being sure.Tune in to learn where trust in your own decisions comes from and whether it is rooted in credentials, care, or something deeper.What You’ll Learn:Why trust determines whether information is accepted or ignored.How specialization signals credibility in uncertain decisions.What happens when incentives shift from people to metrics.The cost of treating clients as accounts instead of relationships.Why asking better questions builds more trust than giving answers.How AI changes access to information but not the need for human trust.What distinguishes expertise from perceived expertise in practice.Ideas Worth Sharing:“Trust is… the oil in the process. If there's no trust… there's no way of really transferring information.” - Eric Ludwig“There's 252 different designations… How the heck do you know who to go to?” - Eric Ludwig“If you and I are client/advisor and there's no trust, it doesn't matter what either one of us has. The information isn't going to land.” - Eric LudwigAbout Eric Ludwig:Eric T. Ludwig, PhD, CFP®, RICP®, is an associate professor of Retirement Income and Director of the RICP® program at The American College of Financial Services, where he also leads the Center for Retirement Income. He is the CEO of Stockbridge Private Wealth Management, bringing over a decade of advisory experience into his academic work. A nationally recognized researcher and speaker in behavioral finance and retirement planning, Eric focuses on helping individuals achieve long-term financial security through specialized, evidence-based advice.Resources:Professional Designations | FINRA.orgEricTLudwig.comThe Retirement Specialist BookThe Financial Insights ShowThe Influence of Risk, Financial Literacy, and Trust on Financial Advice-seeking Behavior in a Cross-racial ExaminationConnect with Eric:LinkedIn: Eric LudwigConnect with Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to lear
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19
Commitment Over Balance: Why Strong Partnerships Aren’t 50/50
What makes a partnership last decades when most business relationships fracture under pressure?In this episode, Anne speaks with financial advisor and True Success Podcast co-host Daniel Friedman, whose 30-plus-year partnership with his business partner offers a rare long-term view on trust in business.Daniel’s philosophy challenges the common idea that partnerships should be “50/50.” Instead, he believes each person must bring 100%, even when their contributions look different in a given season. Trust is reinforced not just through character, but through systems: open financial transparency, clear expectations, and a willingness to test partnerships before fully committing.As you listen, consider where trust in your own partnerships depends not on balance, but on commitment.What You’ll Learn:Why strong partnerships don’t operate on 50/50.How transparency inside a firm reinforces trust among partners and teams.Why testing partnerships before full commitment reduces long-term risk.The warning signs when values around money begin to diverge.What difficult seasons reveal about real partnership trust.Why clear values make difficult business decisions easier.How redefining success changes the way trust is built in business relationships.Ideas Worth Sharing:“When your values are clear, your decisions are easy.” - Daniel Friedman"Our relationships… are 100/0. You give a hundred, I give a hundred. None of this 50/50 stuff." - Daniel Friedman"We always know how much money we have. We don't know how much time." - Daniel FriedmanAbout Daniel Friedman:Daniel Friedman is the CEO and Co-Founder of WMGNA, which he has led since 1995. He pioneered the firm's Tax-Out Financial Solutions™ model, built around the philosophy that tax planning and financial planning are inseparable. Under his leadership, WMGNA introduced a subscription-based model, integrated CPA partnerships, and developed innovative concepts like Restylement™, a reimagined approach to retirement planning. Today, the firm serves subscribers across more than 35 states. Daniel is also the co-host of the True Success Podcast. A graduate of Denison University with a degree in History, he lives in West Hartford, CT and serves on the Advisory Board for The Miracle League of Connecticut.Resources:The Gift of Fear: And Other Survival Signals That Protect Us from Violence by Gavin de BeckerWMGNA.comTrue Success PodcastConnect with Daniel:LinkedIn: Daniel FriedmanConnect with Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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18
Consistency, Candor, and Client Loyalty: How Trust Is Built in Financial Advice
What if the biggest threat to your client relationships isn’t market volatility but a poorly handled referral or an unanswered question?In this episode, Anne sits down with Larry Ginsburg, a seasoned financial advisor who has built decades-long client loyalty primarily through referrals. At the heart of his approach? Disciplined communication.Larry believes trust isn’t built through performance alone. It’s built through consistency, clarity, and immediate responsiveness. Questions are answered promptly. Jargon is eliminated. Mistakes are addressed directly.His core message: you’re not just in the investment business; you’re in the anxiety-reduction business. And reducing anxiety requires a deliberate, disciplined commitment to trust-building at every interaction.What You’ll Learn:Why your clients stay and why it has little to do with returns.How immediate responsiveness changes client perception.The cost of using jargon in high-stakes conversations.What happens when advisors admit mistakes openly.Why giving a single referral can create unintended liability.How structured processes protect both trust and responsibility.Why every interaction shapes long-term loyalty.Ideas Worth Sharing:“The only way to build trust is to deliver a consistency of effective communication that clients can determine for themselves is true, accurate, and respectful.” - Larry Ginsburg“There's no such thing as a foolish question when it comes to [your] money.” - Larry Ginsburg“If you're not consciously choosing to move the relationship forward, you are making a decision to deteriorate the quality of that relationship from the client's perspective." - Larry GinsburgAbout Larry Ginsburg:Larry Ginsburg is a CFP professional with more than four decades of experience in personal financial planning. He has held senior leadership roles including Branch Manager, Regional Director, Board Member, and firm owner, and has served in leadership positions within the Financial Planning Association. Larry joined Wealth Enhancement Group in 2022 through the acquisition of Ginsburg Financial Advisors. His work focuses on helping clients reduce financial anxiety while keeping long-term goals clearly in view.Connect with Larry:LinkedIn: Larry GinsburgConnect with Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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17
Clarity Beats Cleverness: The Eight Pillars of Trust with David Horsager
What if your sales problem, leadership challenge, or retention issue isn’t really about strategy at all, but about trust?In this episode, Anne sits down with trust expert David Horsager, founder of the Trust Edge Leadership Institute and author of multiple books on trust, including Trust Matters More Than Ever and Trust at a Distance. David has spent decades researching how trust is built, measured, and repaired inside organizations, from Fortune 500 companies to the U.S. military.Listen in as he explains why trust is the leading indicator behind sales, engagement, referrals, and retention. He also breaks down his eight pillars of trust framework and shares how trust is built in measurable, practical ways.As you listen, consider where trust may be the real issue behind the challenges you’re trying to solve.What You’ll Learn:Why trust is the leading indicator behind sales, engagement, and retention.The eight pillars that determine whether trust rises or falls.Why clarity beats cleverness in leadership and marketing.How to make your message memorable, repeatable, and actionable.The cost of inconsistency in brand and leadership behavior.Why personal connection is regaining importance in a digital world.Ideas Worth Sharing:“Clarity beats cleverness today. People want to be clever, and they want to be cute… No, clarity wins. Just say the thing.” - David Horsager“Every single interaction we have with every single person, we increase or decrease trust a little bit.” - David Horsager“If you want it to matter, it's got to be MRA… Is it memorable? Is it repeatable? Actionable?” - David HorsagerResources:David HorsagerTrust Edge Leadership InstituteTrust Matters More Than Ever by David HorsagerOther BooksThe 8 Pillars of TrustAbout David Horsager:David Horsager is CEO of the Trust Edge Leadership Institute and a Wall Street Journal bestselling author. He is the inventor of the Enterprise Trust Index™ and director of the global trust study, Trust Outlook®. His books include Trusted Leader, Daily Edge, and The Trust Edge. David works with leaders and organizations worldwide, from Fortune 100 companies to professional sports teams and global governments, to measure, build, and restore trust.Connect with David:LinkedIn: David HorsagerConnect with Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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16
The Seven Rules of Trust: Designing Trust at Scale with Wikipedia Founder Jimmy Wales
What happens when you shift from a seven-stage approval process that screams “we don't trust you” to a radically open model where almost anyone can edit anything?In this episode, we feature a special conversation (originally hosted by Pete Mockaitis of How to Be Awesome at Your Job) with Wikipedia founder Jimmy Wales. Jimmy shares the story of how Wikipedia went from an intimidating, top-down editorial system to the open-source knowledge powerhouse we know today.This conversation explores how designing systems that assume good faith promotes more trustworthy behavior. Jimmy also connects these principles to real-world examples across industries: subscription dark patterns, pandemic health guidance, social media algorithms, and why Netflix succeeded where Blockbuster failed.As you listen, consider Jimmy’s invitation to take a “trust inventory” and notice where your own organization may be unintentionally signaling mistrust and what could change if you flipped that script.What You’ll Learn:How the Seven Rules of Trust emerged from Wikipedia’s early failures and reinvention.What it really means to design trust at scale inside large, open systems.Why assuming good faith can be more powerful than control in leadership and organizations.How subtle design choices quietly shape whether people feel trusted or policed.Where modern institutions and platforms unintentionally lose credibility.Why transparency and independence still matter in a world driven by metrics and clicks.A simple “trust inventory” you can apply to your own organization or work.Ideas Worth Sharing:"One of the things people first think of when you say ‘what makes an organization more trustworthy?’ … is transparency." - Jimmy Wales“If you approach someone and you trust them—and you make it clear that you're trusting them—they're very likely to reciprocate because humans are like that." - Jimmy Wales“Take a trust inventory. So think about all the different aspects of your work life, your home life, all of that. ‘What are the things that I could do to help people trust me, and what are the things I can do to encourage other people to be trustworthy?’” - Jimmy WalesResources:The Seven Rules of Trust: A Blueprint for Building Things That Last by Jimmy WalesWikipediaHow to be Awesome at Your JobTrust CaféAbout Jimmy Wales:Jimmy Wales is the co-founder of Wikipedia and a pioneer of the open knowledge movement. In addition to Wikipedia, Jimmy is the author of The Seven Rules of Trust, where he explores how individuals and institutions can earn credibility through independence, respect, and ethical system design. His work continues to shape conversations around trust, media, and the future of the internet.Connect with Jimmy:LinkedIn: Jimmy WalesConnect with Pete:LinkedIn: Pete MockaitisConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, th
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15
Building Trust in Venture Capital: Leadership When No One Is Watching with Victor Orlovski
What does real trust look like when pressure hits, incentives shift, and no one is watching?In this episode, venture capitalist Victor Orlovski, founder of R136 Ventures and host of Ventures from the Valley, shares the raw reality of trust in the high-stakes world of startup investing. After backing a promising European startup through years of growth and nearly closing a major acquisition, Victor watched helplessly as the founders executed a legal but devastating betrayal.He reveals how that experience influenced his entire approach to venture capital, shifting his focus from metrics and technology to the character of the people behind the pitch. This conversation explores the delicate balance between authority and democracy in leadership, why consistency matters more than personality type, and what truly happens in the room when you're not there.What You’ll Learn:The three components that define trust in any relationship or business.Why venture capital still requires a human intermediary despite technological advances.How to spot red flags in founders who oversell or avoid discussing their biggest challenges.Why consistency in leadership matters more than leadership style.How organizational culture directly mirrors founder behavior (whether they're present or not).The difference between legal and ethical behavior in business partnerships.Ideas Worth Sharing:"Trust is where you withdraw yourself and people keep behaving like you are in the room." - Victor Orlovski“What comes first is awareness. People should know about you. Then second, people should trust you. And then—only then—you can really get what you want: money. So many founders start from the reverse order. They try to get money without establishing awareness and trust. And I think that's very important.” - Victor Orlovski"I'm not going to invest in a founder who exaggerates and who doesn't really have real good answers to his most challenging matters... If a founder is telling me how great things are, probably my desire to invest will diminish." - Victor OrlovskiResources:R136 VenturesVentures from The ValleyAbout Victor Orlovski:Victor Orlovski is the founder and managing partner of R136 Ventures, an investment firm focused on mid-and-late-stage startups across the U.S., Israel, and Dubai. With decades of experience in venture capital and technology, Victor has led investments across fintech and enterprise platforms and is also the host of the Ventures from the Valley podcast, where he explores leadership, trust, and building companies for the long term.Connect with Victor:LinkedIn: Victor OrlovskiConnect with Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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14
Building Trust Through Transparency and Risk: Lessons from Market Losses with Larry Kriesmer
What happens when trust in the financial system collapses inside your own family?In this episode, Measured Risk Portfolios Chairman and Chief Compliance Officer Larry Kriesmer shares the story that shaped his lifelong commitment to transparency, risk management, and investor education. After witnessing his father lose nearly everything due to financial fraud following early retirement, Larry saw firsthand how devastating broken trust can be.He reflects on how that experience guided his approach through the tech bubble, the 2008 financial crisis, and ultimately into building structured, math-based investment strategies designed to limit catastrophic loss. This conversation explores how trust falls, how it can be rebuilt, and why better often requires being different.What You’ll Learn:Why catastrophic financial loss can permanently change how people relate to risk and trust.How the tech bubble and 2008 financial crisis exposed the limits of traditional diversification.The real role options play in modern risk management.Why education is one of the strongest trust builders in financial advising.How mathematical structure can reduce emotional panic during market downturns.What synthetic equity is and why it was created.The difference between trusting people vs. trusting systems and transparency.Ideas Worth Sharing:“Different isn’t always better, but better is always different.” - Larry Kriesmer“Math is not going to let us down. And that's what this story's really about.” - Larry Kriesmer“If it does well, we'll do well. If it does poorly, we'll do kind of poorly. If it does really bad, we won't be really bad.” - Larry KriesmerResources:Measured Risk PortfoliosMRP SynthEquity ETFAbout Larry Kriesmer:Larry Kriesmer, CLU, ChFC, is the Chairman and Chief Compliance Officer at Measured Risk Portfolios, a registered investment advisory firm he co-founded in 2007. After growing frustrated with traditional portfolio diversification and exposure to large losses, Larry set out to build a more controlled, risk-managed investment approach rooted in structure and transparency.Born and raised in Saudi Arabia, Larry now lives in Rancho Santa Fe with his wife, Carol, where they enjoy travel, outdoor sports, fine wine, and international cuisine.Connect with Larry:LinkedIn: Larry KriesmerConnect with Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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13
Trust Is the Business: Transparency, Risk, and Proactive Communication with Tom Kelly
Trust in wealth management isn’t built on returns. It comes from how you show up when things get messy. When markets rise and fall, strategies shift, and emotions run high, that’s when trust is really put to the test.In this episode, Tom Kelly, Chief Investment Officer and Senior Advisor at SJS Investment Services, shares how transparency, patience, and emotional intelligence shape real confidence between advisors, clients, and investment partners.Through two contrasting stories of rising and falling trust with third-party asset managers, Tom reveals what he has learned about strengthening long-term relationships, as well as what can quickly unravel them.What You’ll Learn:Why wealth management is ultimately a trust-based business.How transparency around both wins and losses strengthens long-term confidence.What red flags appear when investment managers avoid discussing risk.Why proactive communication matters most when things go wrong.How emotional intelligence shapes trust during market volatility.The role diversification plays in balancing excitement and long-term stability.Why knowing the person behind the portfolio matters more than just performance.Ideas Worth Sharing:“I always say I'm an investment advisor or work in the wealth management industry, but truly… it's a trust business at the end of the day.” - Tom Kelly“Everyone loves to talk about everything that’s good and the potential good that can come, but people are oftentimes very short on the risks.” - Tom Kelly"Trust oftentimes takes a long time to build and can be destroyed instantaneously with one wrongdoing.” - Tom KellyResources:SJS Investment ServicesAbout Tom Kelly:Tom Kelly is the Chief Investment Officer and Senior Advisor at SJS Investment Services, an independent registered investment advisory firm with nearly 30 years of history. He leads with a long-term investment philosophy focused on diversification, discipline, and client-first decision making. Tom is known for pairing institutional-level investment rigor with relationship-driven service rooted in transparency and trust.Connect with Tom:LinkedIn: Tom Kelly, CFAConnect with Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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12
Building Trust Through Competence and Compassion: Insights from the Military to Financial Advisory with Phillip Hulme
What separates leaders who earn trust effortlessly from those who struggle, even with all the right qualifications?In this episode, Stars & Stripes Financial Advisors founder Phillip Hulme reflects on why understanding someone’s language, background, and lived experience isn’t just a nice-to-have. It’s often the difference between trust that grows easily and trust that never forms at all.Phillip grew up in a military family, enlisted at 17, and spent over 7 years in service before transitioning into corporate America—and later financial planning. In our conversation, he shares how competence and compassion work together to build trust, why reliability is a superpower anyone can develop, and how one painful leadership experience taught him what not to replicate. Listen in to hear stories about showing up fully, even when your time in an organization is coming to an end, and why listening without defensiveness is one of the most underrated trust-building habits a leader can have.What You’ll Learn:How cultural competence creates immediate trust with military clients.Why reliability is one of the strongest signals of character.How compassion and competence work together in trust-building.What Phillip learned from a leader who lacked emotional intelligence.Simple habits he uses to invite feedback and strengthen relationships.Ideas Worth Sharing:“One of the biggest components of trust is competence. And if I'm coming from a similar background—if I know your language, I know your culture—it allows me to be competent.” - Phillip Hulme“Competency is a part of trust, but competency is not all-encompassing… It is necessary, but insufficient.” - Phillip Hulme“Allowing people to speak their truth, to be honest, to operate with integrity requires that you have enough compassion to hear somebody out.” - Phillip HulmeResources:Stars & Stripes Financial Advisors: Blog | ServicesAbout Phillip Hulme:Phillip Hulme is the founder and Chief Financial Advisor at Stars & Stripes Financial Advisors, where he serves military members and veterans through culturally competent, accessible financial planning. A U.S. Army veteran himself, Phillip spent over 7 years in active service before moving into corporate America and ultimately discovering that financial advising was the perfect intersection of his love for personal finance and his desire to serve the military community. Phillip built his firm with a model that works for real military households — focusing on pensions, disability, healthcare, and GI Bill benefits rather than traditional asset-based requirements. Today, he helps clients navigate life transitions, build financial clarity, and make confident decisions rooted in trust and shared understanding.Connect with Phillip: Website | LinkedIn | Facebook | YouTubeConnect with Anne: LinkedInConnect with UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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11
Trust, Presence & the Cost of Broken Promises with Charlie Horonzy
In a world full of constant distractions, the people who choose to make time for us stand out — and for Charlie Horonzy, founder of Focused Up Financial, that simple act has become one of the clearest measures of trust. Across his career, Charlie has experienced both the steady confidence that comes from a generous mentor who always shows up, and the frustration that emerges when communication breaks down and leadership disappears. Those two contrasts shaped his entire understanding of trust, not just in financial planning, but in parenting, teamwork, and everyday relationships.In this episode, Charlie reflects on why mentorship mattered so deeply early in his career, how availability builds confidence for clients and colleagues, and what he learned from an experience where shifting expectations and unclear communication caused trust to fall apart.What You’ll Learn:How simple availability can become a powerful trust-building habit.Why presence matters more than ever in a distraction-heavy world.How inconsistent communication erodes trust even without malicious intent.What leaders often overlook when hiring, mentoring, or promising career progression.How Charlie uses early lessons (good and bad) to shape the way he serves clients and raises his kids.Ideas Worth Sharing:“What's really neat about this in this day and age is people who can make the time for you. I view it as it's even more important because there's so many other distractions—whether it's work, family, whatever it is—away from time.” - Charlie Horonzy"You can't really trust someone if they're telling you one thing and then they're doing another. You gotta be true to your word.” - harlie HoronzyC“Every day, children are watching and they're looking for us to be leaders. And through that, they're gonna have the biggest trust in us, especially when they're young. And we can either develop that trust… or we can start to break that trust.” - Charlie HoronzyResources:Focused Up Financial, LLCCareless People by Sarah Wynn-WilliamsAbout Charlie Horonzy:Charlie Horonzy is a fee-only financial advisor, CPA, and Certified Financial Planner™ who founded Focused Up Financial to help individuals and families align smart planning with meaningful life goals. With a background in public accounting and a passion for integrating tax strategy into long-term financial decisions, Charlie now supports clients in building clarity and confidence around their finances. Outside of work, he enjoys exploring Chicagoland with his wife and three children, biking the Salt Creek trail, and volunteering in his community.Connect with Charlie:Website: Focused Up FinancialLinkedIn: Charlie Horonzy, CFP®, CPAFacebook: Focused Up FinancialYouTube: Focused Up FinancialConnect with Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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10
Trust Isn’t a Final Exam — It’s a Pop Quiz: How Preparation Shapes Reliability with Levi Anderson
Trust in financial planning isn’t built in the big moments — it’s revealed there. Most people think of trust as something you prepare for like a final exam, with a clear date and time on the calendar. But what if the real tests come without warning? What if trust works more like a pop quiz, where the only thing that matters is whether you’ve been doing the work all along?For Levi Anderson, a financial planning manager at EP Wealth Advisors, this idea became clear through two very different experiences: guiding clients through major life decisions and attempting a 51-mile Grand Canyon run he thought he was prepared for. Both moments taught him the same thing: trust is shaped by the work you do long before anyone is watching.What You’ll Learn:Why trust is less like a scheduled exam and more like a surprise test.How proactive communication reduces “blind trust” moments for clients.Why small actions (taking notes, creating templates, doing the basics well) create disproportionate trust dividends.How unrealistic “business as usual” messaging erodes trust during organizational change.What personal failure can teach us about rebuilding trust through ownership and integrity.The crucial role of preparedness in high-stakes financial conversations.Ideas Worth Sharing:“I think building trust is a lot more like a pop quiz where you don't find out when the big test of your knowledge is until it's too late to go back and do the studying that you should have done.” - Levi Anderson“You kind of have to honor what somebody is worried about by communicating well and being transparent.” - Levi Anderson“It makes it so much easier to trust somebody when they’ve given you every bit of information that they can.” - Levi AndersonResources:EP Wealth AdvisorsLevi Anderson, Senior Financial Planner in San Diego | EP Wealth AdvisorsAbout Levi Anderson:Levi Anderson is a fee-only financial planner and Financial Planning Manager at EP Wealth Advisors, based in San Diego and serving clients nationwide. He holds the CFP®, CPWA®, and Enrolled Agent designations, specializing in retirement planning, tax strategy, and real estate financial planning. Outside of work, Levi is an avid trail runner, a passion that has shaped some of his most impactful lessons on trust, preparation, and personal integrity.Connect with Levi:LinkedIn: Levi Anderson, CFP®, CPWA®, EA - EP Wealth AdvisorsConnect with Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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Setting Expectations: How Transparency Builds Financial Trust with Ian Bloom
Trust in financial services isn't built through credentials or polished sales pitches. It’s earned through transparency, consistent communication, and a genuine willingness to help—even when there's nothing in it for you. But what happens when those elements are missing? The contrast can be stark, stressful, and leave you wondering if you got a fair deal.Ian Bloom, a financial life planner, knows this better than most. Through two vastly different mortgage experiences (one that exemplified trust-building at its finest, and another that left him scrambling in the dark), Ian reveals what separates professionals who inspire confidence from those who create chaos.What You’ll Learn:How transparency during complex processes builds lasting trust.Why starting from a place of trust doesn't mean blind faith.The danger of being "salesy" versus providing genuine value first.How trust transfers (and weakens) when passed between people.The power of the "preview-review" method for guiding clients through complicated work.Ideas Worth Sharing:“People want to be heard. So if you ask them about themselves — if you have a real back-and-forth conversation — that builds trust really quickly.” - Ian Bloom“The mark of a good professional is someone who can take a very difficult process and make it seem simple.” - Ian Bloom“I think actually one of the errors that early career professionals make is you meet with a client for the first time and you just talk the whole time about what you do... instead of just asking the client, so what are you hoping to get from this meeting? People want to be heard.” - Ian BloomResources:Achieving Accumulation: A Gamer's Guide to Money: Level 2 by Ian BloomA Gamer’s Guide to Money: Level 1 by Ian BloomEp. 04: Earning vs. Building Trust: What Really Creates Psychological Safety — Cashflow PodcastingAbout Ian Bloom:Ian Bloom is a financial life planner and founder of Open World Financial Life Planning, where he helps clients achieve financial literacy through long-term planning. Combining his certifications as a CFP® (Certified Financial Planner) and RLP® (Registered Life Planner), Ian specializes in making complex financial processes simple and approachable. He's the author of the "Gamer's Guide to Money" series, with his latest book, Achieving Accumulation, recently released.Connect with Ian: LinkedIn Open World Financial Life Planning: Website | LinkedIn | YouTube | Facebook | XConnect with Anne: LinkedInConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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Building Genuine Trust in the Financial Industry with Gloria Garcia Cisneros
Trust isn't built on promises… it's built on follow-through. In this episode, Anne speaks with Gloria Garcia Cisneros, Certified Financial Planner and financial educator, about what it means to build and rebuild trust in an industry that often struggles with authenticity.Gloria shares how genuine connection, shared identity, and vulnerability helped her form a lasting mentorship with a fellow Latina advisor. From a chance meeting at a conference dance floor to years of mutual support, Gloria’s story shows how real trust starts when people show up as themselves.She also opens up about moments when trust broke down in her corporate journey, when promises weren’t fulfilled, values didn’t align, and good intentions fell short. Through those experiences, Gloria learned that maintaining open communication and defining your own non-negotiables are crucial to protecting your integrity and joy at work.What You’ll Learn:How vulnerability and authenticity strengthen professional relationships.Why shared experiences and cultural identity can deepen trust.How broken promises in the workplace can quietly erode motivation.The importance of open communication when expectations change.Why defining your own version of success helps prevent disillusionment.Ideas Worth Sharing:“It doesn't matter how much you know, how good it seems, whatever it looks like on the outside when the trust is broken—you stop showing up genuinely, you stop enjoying.” - Gloria Garcia Cisneros“People don't care how much you know until they know how much you care.” - Gloria Garcia Cisneros“The key to any relationship—work relationship, friendship, partnership—is an open line of communication because that's when trust falls, when you can't be honest." - Gloria Garcia CisnerosResources:SER SummitFinancial Planning AssociationAbout Our Guest:Gloria Garcia Cisneros is a Certified Financial Planner and passionate advocate for financial literacy, empowerment, and representation. As a proud Latina and first-generation professional, she helps women and Latino communities build wealth with confidence through personalized financial planning and education. Gloria’s mission is to humanize finance and destigmatize wealth: breaking down barriers, making financial literacy accessible, and helping others take up space in a system not built for them. Her bicultural perspective and holistic approach allow her to create deeply personal, values-based strategies that go beyond numbers to focus on purpose, empowerment, and independence.Connect with Gloria:Personal Website: https://www.migloria.co/Company Website: https://lourdmurray.com/index.htmlLinkedIn: https://www.linkedin.com/in/gloria-s-garciaInstagram: https://www.instagram.com/migloriaco/Connect with Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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When Wealth Meets Trust: Compassionate Financial Planning with Nicole Meihofer
Managing someone’s wealth isn’t just about numbers, strategies, and returns—it’s about trust. In this episode, Anne sits down with Nicole Meihofer, founder of Pearlvest Capital, to explore the deeply personal side of wealth management.Nicole shares her journey from Merrill Lynch to launching her own independent firm, revealing how personal loss and professional challenges shaped her empathetic, client-centered approach. Through stories (like guiding a client through trauma spending after loss and helping a family manage a sudden inheritance), Nicole shows why trust and radical candor are at the heart of sustainable financial relationships.She also opens up about the painful lessons learned from a failed business partnership, and how rebuilding trust in herself became just as critical as regaining her clients’ confidence.What You’ll Learn:How personal empathy can transform financial advising into a trust-driven relationship.Why radical candor is essential for building authentic client connections.The impact of trauma spending—and how advisors can compassionately help clients recover.Why slow, intentional implementation builds lasting trust.How transparency and proactivity prevent broken trust in client relationships.Ideas Worth Sharing:“A lot of times… trust isn't ‘What are you doing behind the scenes?” It’s making sure the clients feel seen and heard.” - Nicole Meihofer“Behind the scenes, the things that people don't see are just as important as the things that people see. When I am doing work for my client, I'm doing the work behind the scenes. That is what builds trust. It's not seen, but it builds trust and confidence in yourself.” - Nicole Meihofer"Don't make it about you... You have to understand what they want and they need, and also give them their space." - Nicole MeihoferResources:Amy PorterfieldRadical Candor by Kim ScottAbout Our Guest:Nicole Meihofer is the founder of Pearlvest Capital, an independent wealth management firm dedicated to helping clients align their investments with both long-term security and their current quality of life. With a career shaped by experience at Merrill Lynch and personal loss, Nicole brings a modern, compassionate approach to financial planning. She specializes in guiding entrepreneurs, families, and professionals through complex financial decisions with empathy and transparency.Connect with Nicole:Website: https://www.pearlvest.com/LinkedIn: https://www.linkedin.com/in/nicolemeihoferweigelConnect with Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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Earning vs. Building Trust: What Really Creates Psychological Safety
Trust may be the cornerstone of every successful relationship, but do we really understand how it works? Many talk about “building trust,” yet trust can’t be constructed like a wall of bricks… it has to be earned, moment by moment, through actions that prove reliability and integrity. Few people know this better than Anne Claessen, CEO of Cashflow Podcasting, whose career has been shaped by both the rewards of trust well-placed and the costs of trust misplaced.Anne reveals how a great leader’s openness and consistency redefined her view of leadership and team culture, and she shares the painful story of a broken partnership that taught her why not everyone deserves immediate trust. Through her experiences, she illustrates how psychological safety fuels collaboration, why consistency matters more than charisma, and how leaders can recognize red flags before it’s too late.What You’ll Learn:Is trust something you build or earn?How a strong leader creates psychological safety and loyalty.The subtle red flags that someone may not be worthy of your trust.Why turning away the wrong clients is an act of integrity.A simple approach to protecting yourself without becoming cynical.Ideas Worth Sharing:“I assume that people want to do the right thing. I think that is just a good assumption to have, but I don't fully trust them immediately… It's like dating. You don't immediately know someone completely, so you want to get to know them. And that's in dating, that's in business, that is in working with team members.” - Anne Claessen“Everyone has stayed—the whole team that we currently have. They've stayed with us for years and years and years; no one ever quits. So I think that also proves that it's not for nothing—it's that trust building. It has a huge impact on the consistency and stability of the business as well.” - Anne Claessen“Building implies that an individual person could go build something on their own—just get some hammers, some nails, some wood, and ‘Hey, I'm building away.’ But earning means it is dependent on another human, really appreciating and recognizing the things that you're doing.” - Pete MockaitisResources:Andrew Youderian | Founder and Chief Instigator, eComFuelHow to be Awesome at Your Job 707: Amy Edmondson on How to Build Thriving Teams with Psychological SafetyHow to Trust and Be Trusted: 5 Lessons by Rachel BotsmanAbout Anne Claessen:Anne Claessen is the CEO of Cashflow Podcasting, a podcast production company dedicated to helping business leaders launch podcasts that grow their influence and trust at scale. With a background in entrepreneurship and team leadership, Anne brings a deep understanding of how trust impacts client relationships, team culture, and business growth.Connect with Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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Beyond Credentials - The Critical Difference Between Trust and Credibility in Financial Services
In the world of financial planning, impressive credentials and industry certifications are everywhere—but do they guarantee trustworthiness? This eye-opening episode features financial planner Mary Ann Sullivan, who reveals the crucial distinction between credibility and trust that every consumer needs to understand. The conversation takes a deeper dive into Mary Ann's unique philosophy of empowerment over dependency, challenging the traditional financial services model where clients remain perpetually reliant on their advisors. Instead of creating lifelong customers, Sullivan's approach focuses on teaching clients to become their own CFOs, with her serving as a trusted guide rather than a gatekeeper of financial knowledge. What You’ll Learn:Why credibility and trust are not the same thing, and why fiduciaries must prove both.The hidden biases in financial advice and how to “trust but verify.”How three days of mentorship changed Mary Ann’s financial future.When leadership and safety were compromised in her school principal days.How Mary Ann builds trust with her financial planning clients by teaching, not selling.Ideas Worth Sharing:“Trust is really at the core… You can have letters behind your name… but credibility and trust are two different things.” - Mary Ann Sullivan“One of my favorite phrases is trust but verify. If it sounds good, it's okay to follow that instinct for a little while, but take a breather from it and verify.” - Mary Ann Sullivan“My real goal for my clients is to teach them how to be empowered with their money and to manage their own finances and be their own CFO with me by their side, helping them along.” - Mary Ann SullivanResources:395 Financial Planning - Learn more about Mary Ann’s advice-only financial planning firm.Schedule a Free Intro Call with Mary AnnAbout Our Guest:Mary Ann Sullivan is the founder of 395 Financial Planning, an advice-only firm specializing in serving educators and professionals in the motion picture industry. A former teacher and school principal, Mary Ann brings a unique educator’s perspective to financial planning: focused on empowerment, transparency, and trust. She holds the CFP® designation and is passionate about making financial advice accessible for middle-class families.Connect with Mary Ann:Website: https://www.395financialplanning.com/LinkedIn: https://www.linkedin.com/in/mammothlakesfiFollow Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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The Inner Circle Strategy - Building Startup Culture Through Trusted Networks
When building a team, conventional wisdom suggests casting a wide net to find the best talent. But what if the secret to building a thriving company culture lies in doing the exact opposite?This episode explores the provocative "hire no strangers" philosophy that challenges everything you think you know about early-stage recruiting. Through the insights of serial entrepreneur Jothy Rosenberg, we uncover how prioritizing existing relationships and proven trust over impressive resumes can dramatically accelerate your startup's speed, decision-making, and overall success. You'll discover why that first circle of 25 employees sets the foundation for everything that follows, and how the trust established in these early hires creates a ripple effect that shapes your entire organizational DNA.But trust in startups extends far beyond your hiring decisions—it's equally critical in navigating the complex world of investors and board dynamics. We delve into the uncomfortable reality that investors don't always have your best interests at heart, and explore the crucial shift in power dynamics that occurs when a company moves from pre-revenue to profitability. What You’ll Learn:Why “hire no strangers” can be a revolutionary hiring philosophy for startups.How trust or lack of it shapes culture, speed, and decision-making.The danger of assuming investors have your best interests at heart.Why communication and context matter in leadership decisions.The role of mistakes and how they can teach us more than successes.Ideas Worth Sharing:“In the first 25 employees, hire no strangers... people that you know well, that you've worked with before, you can trust to do their job, do it well, trust everybody else because they're on the same kind of base of trust.” - Jothy Rosenberg“On a board before your cashflow positive, it's $1, one vote. And after your cashflow positive, it's one person, one vote.” - Jothy RosenbergResources:Tech Startup Toolkit - Available on Amazon and Manning PublicationsWho Says You Can’t Startup? - Jothy's new 60-video lesson course for startup foundersAbout Our Guest:Jothy Rosenberg is a serial entrepreneur, author, and cancer survivor who has founded 9 startups, two with exits over $100 million. With a PhD in computer science from Duke, he went from academia into building companies in supercomputing, cybersecurity, and streaming technology. He is also the author of Who Says I Can’t and Tech Startup Toolkit, founder of the Who Says I Can’t Foundation, and a passionate advocate for resilience, innovation, and building trust-driven teams.Connect with Jothy:Website; https://www.jothyrosenberg.com/LinkedIn: https://www.linkedin.com/in/jothy/Follow Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at Cashflow Podcasting to learn more.
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The Trust Advantage - Building Credibility Through Authentic Business Relationships
In the competitive landscape of modern business, trust isn't just a nice-to-have. It's the invisible force that transforms transactions into lasting partnerships. This inaugural episode explores how prioritizing authenticity and honesty in your business relationships creates a powerful competitive advantage that goes far beyond any single sale. We dive deep into the counterintuitive truth that being willing to walk away from a deal when it's not the right fit actually strengthens your reputation and attracts better clients. What You’ll Learn:How trust shows up in business relationships.Why honesty (even when it means losing the sale) builds long-term credibility.What red flags to look for in marketing, offers, and client interactions.How your behind-the-scenes process can impact how people feel about you.The powerful ripple effect of being a trusted partner, not just a provider.Ideas Worth Sharing:“If you're a business owner and you have good business sense, I think it makes way more sense to go for that long-term goal of having really good business relationships with your clients and customers.” - Anne Claessen“Sometimes we discount or underestimate the value of the things that we know because we know them.” - Pete Mockaitis“Trust is just that thing that makes it all work.” - Pete MockaitisResources:Ron's step-by-step guide to making a ring from scratch | Parks and RecreationBankrateJustin Humphries's MySite | CMG Home LoansVaroAbout Kayse Gehret — Microdosing for HealingHow to be Awesome at Your JobCashflow PodcastingFollow Pete:Website: https://awesomeatyourjob.com/LinkedIn: Pete MockaitisFollow Anne:LinkedIn: Anne ClaessenConnect With UsIf you enjoyed this episode, follow The Rise and Fall of Trust wherever you get your podcasts. And if you’re thinking about launching a podcast that builds trust and drives results, that’s our jam. Schedule a free call at cashflowpodcasting.com to learn more.
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Trailer: The Rise and Fall of Trust
The Rise and Fall of Trust dives deep into the defining moments when trust is earned, shattered, or put on the line. In each episode, hosts Anne Claessen and Pete Mockaitis sit down with bold, honest professionals–from wealth advisors and legal experts to executive coaches and thought leaders–who’ve seen trust tested in real time.Through real-world stories of extraordinary follow-through and shocking betrayal, you’ll gain powerful insights into how trust shapes reputations, relationships, and results. Discover the traits that elevate someone from good to unforgettable, and the red flags that signal a fall from grace.Want to build trust at scale? Go to cashflowpodcasting.com.
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ABOUT THIS SHOW
The Rise and Fall of Trust dives deep into the defining moments when trust is earned, shattered, or put on the line. In each episode, hosts Anne Claessen and Pete Mockaitis sit down with bold, honest professionals–from wealth advisors and legal experts to executive coaches and thought leaders–who’ve seen trust tested in real time.Through real-world stories of extraordinary follow-through and shocking betrayal, you’ll gain powerful insights into how trust shapes reputations, relationships, and results. Discover the traits that elevate someone from good to unforgettable, and the red flags that signal a fall from grace.Whether you’re leading teams, advising clients, or navigating your own high-stakes path, this podcast helps you master the art of trust in business AND in life.New episodes drop every other week. Tune in to uncover what makes trust thrive, and what causes it to collapse.
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Cashflow Podcasting
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