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325. Thirty Minute Thursday: Stephanie Shojaee Recap, Doctor Fears & Pop Culture
Jason Tartick and the Curious Canadian are back for a 30-minute Thursday episode! The guys recap their conversation with Stephanie Shojaee, dive into why Jason is genuinely terrified of going to the doctor, and unpack everything happening across pop culture right now. From the biggest takeaways from Stephanie’s episode to Jason’s latest fears and the stories everyone is talking about, this is your Thursday dose of Trading Secrets. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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316. Kathryn Hurley & Jason Tartick Share the Untold Story of Their Engagement
This week, Jason is joined by his fiancée, Kathryn Hurley, founder of Wags & Walks Nashville, for a conversation about their engagement, their three-week trip through Europe, how Jason secretly planned the proposal, their journey from friendship to forever, and what comes next as they begin planning their wedding and future together. Jason and Kathryn break down every detail from Santorini and Lake Como, including how Jason selected the ring, asked Kathryn’s father for his blessing, carried the ring across Europe, and tried to hide the surprise from someone who organizes nearly everything in their lives. They also reveal the delayed videographer, the weekender bag that nearly gave everything away, and the fake business emergency Jason used to throw Kathryn off. Jason and Kathryn also dive into how their relationship developed, why compatibility and selflessness matter in a forever partner, and how they knew they had found their person. Plus, Kathryn opens up about being introduced to Jason’s public life, how meeting him changed her perspective on having children, and the three locations they are considering for their wedding. From revealing the chaos behind their Lake Como proposal to sharing why their friendship created the foundation for their relationship, Jason and Kathryn reveal what it really takes to trust again, build a life together, and find love when you least expect it. Jason and Kathryn reveal all this and so much more in another episode you can’t afford to miss! Fioraé Luxury Travel Fioraé Travel is a full-service travel planning and advisory agency. Connect with them at: https://fioraetravel.com/ Subscribe to the Trading Secrets podcast! Host: Jason Tartick Audio: John Gurney Video: Marc Colcer Guest: Kathryn Hurley Learn more about your ad choices. Visit podcastchoices.com/adchoices
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315. Thirty Minute Thursday: Jason's Engaged! 💍 + Steve Cain Recap, Healthcare Truths & This Week's Pop Culture
The boys are back for another Thirty Minute Thursday, and there's only one place to start—Jason is officially engaged to Kathryn Hurley! 💍 Jason and the Curious Canadian share the story behind the proposal, what's next, and reflect on one of the biggest moments of Jason's life. They also recap this week's eye-opening conversation with Steve Cain of UHC Health, who broke down the numbers behind the healthcare industry, explained where healthcare dollars actually go, and unpacked some of the biggest misconceptions surrounding the medical world. Plus, they wrap things up by diving into the biggest headlines in pop culture this week, sharing their takes on what's trending and everything everyone will be talking about heading into the weekend. Tune in for engagement news, healthcare insights, and plenty of laughs along the way. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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314. Steve Cain: $5.5T Healthcare Industry, Insurance Margins & The Future of AI
This week, Jason is joined by UnitedHealthcare California CEO Steve Cain for a conversation about the $5.5 trillion healthcare industry, why healthcare costs have climbed to nearly $17,000 per person, the misconceptions surrounding health insurance, the future of AI in healthcare, and what it takes to lead at the highest level of corporate America. Steve breaks down where your health insurance premium actually goes, the role employers play in choosing benefit packages, and why rising hospital, provider, and pharmaceutical costs have created major challenges across the healthcare system. He also explains why greater transparency and better alignment across the industry could help lower costs and improve the member experience. Jason and Steve also dive into leadership, making decisions under pressure, and Steve's journey from sales to the CEO level. Plus, Steve reveals UnitedHealthcare's plans to invest more than $1.5 billion into AI and how technology could reshape the future of healthcare. From breaking down where your health insurance premium actually goes to revealing UnitedHealthcare's $1.5 billion AI investment, Steve reveals what it really takes to navigate one of America's most complex industries, lead under pressure, and rethink the future of healthcare. Steve reveals all this and so much more in another episode you can't afford to miss! Subscribe to the Trading Secrets podcast! Host: Jason Tartick Audio: John Gurney Video: Marc Colcer Guest: Steve Cain Learn more about your ad choices. Visit podcastchoices.com/adchoices
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313. Thirty Minute Thursday: TJ Palma Recap, Taylor Swift's Wedding Buzz, Love Island Drama & Team USA's World Cup Exit
Jason is joined by the Curious Canadian for another Thirty Minute Thursday as the guys break down the biggest stories of the week. They recap the conversation with TJ Palma, unpack the Taylor Swift wedding, dive into all the drama coming out of Love Island, and react to Team USA's disappointing World Cup loss. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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312. TJ Palma: Love Island Fame, Airbnb Income, Reality TV & The Business of Influence
This week, Jason is joined by Love Island USA Season 7 star, real estate entrepreneur, and former National Champion baseball player, TJ Palma, for a conversation about building a $35,000-a-month Airbnb business, monetizing nearly 500,000 social media followers, leveraging reality TV into long-term wealth, and why personal branding has become one of the most valuable business assets in 2026. TJ reflects on his journey from college baseball player to entrepreneur, sharing how he discovered content creation at a young age, built a YouTube channel before becoming an influencer, and eventually turned his passion for real estate into a thriving short-term rental business. He explains why he believed social media could become a powerful business tool long before it became mainstream, and how those early experiences helped prepare him for life in the spotlight. Jason and TJ dive into the reality of building a business from scratch, including how TJ got started with Airbnb arbitrage, furnished his first properties using 0% interest credit cards, negotiated with landlords, and scaled from one rental to a business generating more than $35,000 per month. TJ also breaks down the economics behind short-term rentals, why larger homes outperform smaller properties, and how he's expanded beyond Airbnb into property management, boutique hotels, interior design, and real estate investing. The conversation also explores TJ's experience on Love Island USA, from the extensive casting process and flying to Fiji without knowing if he'd make the show to navigating relationships while cameras rolled 24/7. TJ opens up about dealing with anxiety, public criticism, and the pressure of having millions of viewers judge every decision, while explaining how the experience ultimately helped him become more confident both personally and professionally. Jason and TJ also discuss what happens after reality TV, including how TJ grew from just a few thousand Instagram followers to nearly half a million, how he evaluates brand partnerships, and why he's focused on building businesses that outlast social media trends. He shares how he's turned his online audience into long-term revenue through strategic partnerships, educational content, and businesses that align with his personal brand. Beyond business, TJ reflects on financial discipline, entrepreneurship, and building wealth in your twenties. He explains why he continues reinvesting into real estate, how he approaches risk, the importance of surrounding yourself with ambitious people, and why creating multiple income streams has always been his long-term goal. TJ also shares what's next, including expanding his real estate portfolio, growing his hospitality and design businesses, teaching others how to build successful Airbnb companies, and why he'd love another opportunity in reality television with shows like The Traitors or Dancing With the Stars. From building a $35,000-a-month Airbnb business to leveraging reality TV into long-term wealth, TJ reveals what it really takes to build a business, grow a personal brand, and create opportunities that last long after the cameras stop rolling. TJ reveals all this and so much more in another episode you can't afford to miss! Subscribe to the Trading Secrets podcast! Host: Jason Tartick Audio: John Gurney Video: Marc Colcer Guest: TJ Palma Learn more about your ad choices. Visit podcastchoices.com/adchoices
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311. Thirty Minute Thursday: Europe Recap, Taylor Swift Wedding Rumors, World Cup Buzz & The White Party
The boys are back! Jason Tartick and the Curious Canadian reunite for another Thirty Minute Thursday packed with pop culture, travel stories, and trending headlines. Jason recaps his recent trip through Europe, the guys break down the latest Taylor Swift wedding rumors, chat about the growing excitement surrounding the World Cup, and share their thoughts on the buzz coming out of the White Party. Tune in for another fast-paced episode of Trading Secrets! Learn more about your ad choices. Visit podcastchoices.com/adchoices
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310. Shaq Moore: World Cup Money, MLS Salaries, Playing Messi & The Business of Soccer
This week, Jason is joined by professional soccer player, FC Dallas defender, US Men’s National Team player, Gold Cup champion, World Cup participant, and founder of the Shaq Moore Foundation, Shaq Moore, for a conversation about the business of professional soccer, the financial realities of playing overseas, World Cup pressure, MLS salaries, and building a lasting career in a sport that continues to grow in the United States. Shaq reflects on realizing at a young age that soccer could become his career, and how attending the 2010 World Cup helped fully shift his focus back to the sport. With a father who also played professionally, Shaq grew up around the game, but his path was far from traditional. As a teenager, he left the United States to pursue his dream in Spain, where he spent years grinding through lower divisions, learning the language, and fighting for every opportunity. Jason and Shaq dive into the financial side of that journey, including what it was like earning roughly 800 to 900 euros per month early in his career, dealing with teams that went months without paying players, and learning how to live on a budget while chasing a professional dream. Shaq opens up about the uncertainty of playing overseas, the role agents play in protecting young athletes, and why those difficult early years shaped him both personally and professionally. Shaq also breaks down how soccer contracts work, including transfer fees, buyout clauses, bonuses, incentives, and what it means when a player is sent on loan. He explains the business behind his move back to MLS, his reported transfer to Nashville SC, and how returning to the United States helped position him for a potential World Cup opportunity. The conversation also explores Shaq’s experience with the US Men’s National Team, from winning the Gold Cup and scoring the fastest goal in USMNT history to getting called into a World Cup qualifying window while vacationing on an island. Shaq shares what it was like being thrown into one of the most important games of qualifying, eventually making the 2022 World Cup roster, and playing against England and Iran on the world stage. With the 2026 FIFA World Cup approaching, Jason and Shaq discuss the state of the US team, the pressure of playing on home soil, World Cup ticket prices, player bonuses, endorsements, and how making a World Cup roster can change an athlete’s brand and financial future. Shaq also gives his thoughts on the US group, possible contenders, and what it is really like playing against Lionel Messi. Beyond the field, Shaq opens up about financial planning as a professional athlete, budgeting for a career with an uncertain shelf life, working with a financial advisor, investing for the future, and learning from the stories of athletes who made millions but struggled after their playing careers ended. Shaq also shares the work he is doing through the Shaq Moore Foundation, including youth soccer clinics, food drives, community initiatives, and opportunities for kids in Fort Lauderdale and Trinidad and Tobago. He reflects on fatherhood, life in Dallas, future coaching goals, and the importance of staying grounded through every stage of the journey. From grinding in Spain for less than $1,000 a month to representing the United States on the World Cup stage, Shaq reveals what it really takes to stay the course, survive setbacks, and build a career in professional soccer. Shaq reveals all this and so much more in another episode you can’t afford to miss! Subscribe to the Trading Secrets podcast! Host: Jason Tartick Audio: John Gurney Video: Marc Colcer Guest: Shaq Moore Learn more about your ad choices. Visit podcastchoices.com/adchoices
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308. The Business of Etiquette: Myka Meier on Modern Manners, Networking, Dating & Building a Million-Dollar Brand
What do King Charles, Fortune 10 executives, modern dating, and networking all have in common? Etiquette. This week on Trading Secrets, Jason Tartick sits down with renowned etiquette expert, author, entrepreneur, and founder of Beaumont Etiquette, Myka Meier. From training CEOs, diplomats, and high-profile leaders to modernizing etiquette for today's digital world, Myka shares why emotional intelligence and soft skills may be the most valuable currency in the age of AI. Myka opens up about her unlikely journey from Sarasota, Florida, to becoming one of the world's leading etiquette authorities, the business behind luxury etiquette training, and how she built a global brand serving Fortune 500 companies, government leaders, and individuals looking to gain confidence in both business and life. Whatnot Whatnot is the largest dedicated live shopping platform, whether it’s beauty, collectibles, electronics, luxury fashion — even cookies — sellers are building real, thriving businesses. Download Whatnot in the App store. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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306. From Swiftie to CEO: How Olivia Levin Built a Bestseller and Six-Figure Creator Business Around Taylor Swift
This week on Trading Secrets, Jason Tartick is joined by entrepreneur, creator, and New York Times bestselling author Olivia Levin. What started as a Taylor Swift fan account at age 13 has evolved into one of the most influential fan communities on the internet, with over 630,000 followers, major brand partnerships, a thriving ticketing business, and a bestselling book, The Story of Us. Olivia shares the incredible story of how a difficult season of layoffs, loss, and uncertainty led her to bet on herself, turn her passion into a full-time career, and build a business at the center of the creator economy. She breaks down the realities of monetizing a niche audience, securing brand deals, helping fans access face-value concert tickets, landing a publishing deal with Simon & Schuster, and consulting artists on fan engagement strategies. Plus, Jason and Kathryn dive into the power of fandom, Taylor Swift's business genius, creator monetization, entrepreneurship, community-building, and what Olivia has learned from spending more than a decade at the heart of one of the world's most passionate fan bases. Whether you're a Swiftie, creator, entrepreneur, or simply curious about how passion can become profit, this episode is packed with lessons on business, branding, and building a career on your own terms. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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305. Thirty Minute Thursday: Maks Recap, Jason’s 20-Day Europe Adventure & This Week’s Pop Culture Buzz
On this week’s 30-minute Thursday episode of Trading Secrets, Jason Tartick is joined by The Curious Canadian for a fast-paced catch-up covering everything from the standout moments of our recent conversation with Maksim “Maks” Chmerkovskiy to Jason’s upcoming 20-day trip across Europe. The duo reflects on Maks’ insights, shares behind-the-scenes thoughts from the interview, and dives into what Jason is most looking forward to on his European travels. Plus, they break down the latest pop culture headlines, trending stories, and entertainment news making waves this week. Whether you're here for business, travel, reality TV, or celebrity buzz, this episode has a little bit of everything—served with the signature banter and unfiltered takes you’ve come to expect from Trading Secrets. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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304. Maks Chmerkovskiy: Dancing With The Stars, Losing Money, Building Businesses & The Work Ethic Behind It All
This week, Jason is joined by world-renowned dancer, entrepreneur, and Dancing With The Stars legend, Maksim Chmerkovskiy, for a conversation about career longevity, entrepreneurship, financial lessons, family, and the relentless work ethic that has fueled every chapter of his life. Before becoming one of the most recognizable faces in ballroom dance, Maks immigrated to the United States from Ukraine with his family in search of opportunity. Arriving in Brooklyn without speaking English and with little more than determination, he quickly immersed himself in the growing ballroom dance community that would eventually become the foundation for an extraordinary career. Maks reflects on his rise from competitive dance champion to one of Dancing With The Stars’ most iconic professionals, sharing how the show evolved into a cultural phenomenon spanning multiple generations. He explains why the current success of Dancing With The Stars isn’t an accident, how social media transformed the show’s reach, and why today’s professional dancers are becoming stars in their own right. Beyond television, Maks opens up about the business side of his career. He shares lessons learned from building a nationwide dance studio company, launching new ventures, investing in businesses, and navigating costly entrepreneurial mistakes along the way. From a failed restaurant venture that never opened to learning hard lessons about money management and lifestyle inflation, Maks reveals the financial realities behind life in entertainment. Jason and Maks also discuss the importance of diversification, building businesses outside of television, and why financial success isn’t just about making money — it’s about learning how to keep it. Maks explains how he and his wife, fellow Dancing With The Stars pro Peta Murgatroyd, continue balancing entrepreneurship, parenthood, and multiple growing businesses while raising three young children. The conversation also takes a deeply personal turn as Maks reflects on his upbringing, his parents’ sacrifices, the emotional moment his father expressed pride in his accomplishments, and the perspective he carries from staying closely connected to the ongoing war in Ukraine. Throughout the episode, Maks shares the mindset that has guided him through success, setbacks, criticism, and reinvention. Whether discussing dance, business, family, or personal growth, one theme remains constant: an unwavering commitment to hard work. From immigration and ballroom dance to entrepreneurship and fatherhood, Maks reveals what it truly takes to build a lasting career while continuing to evolve long after the spotlight shifts. Maks reveals all this and so much more in another episode you can’t afford to miss! Subscribe to the Trading Secrets podcast! Host: Jason TartickCo-Host: David ArduinAudio: John GurneyVideo: Marc ColcerGuest: Maksim Chmerkovskiy Learn more about your ad choices. Visit podcastchoices.com/adchoices
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303. Thirty Minute Thursday! Michael Allio & Jadé Marie Chapman Recap, Love After Loss, Portugal Adventures & Pop Culture Headlines
On this week’s 30 Minute Thursday, Jason Tartick is joined by The Curious Canadian to break down the biggest moments from his emotional and revealing conversation with Michael Allio and esthetician Jadé Marie Chapman. Jason and David unpack Michael’s journey through grief, fatherhood, healing, dating in the public eye, and what stood out most from Michael and Jadé’s relationship dynamic. They also discuss the business side of influencing, modern relationships, and why audiences connected so deeply with the episode. Plus, Jason shares stories from his recent trip to Portugal — including travel highlights, cultural observations, food, and a few unexpected moments along the way. The guys also hit the latest pop culture headlines, social media conversations, and trending reality TV drama in another classic 30 Minute Thursday episode. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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302. Michael Allio & Jade Chapman on Love After Loss, Building Businesses & Betting on Yourself
On this episode of Trading Secrets, Jason Tartick sits down with one of social media’s most emotionally honest couples — Michael Allio and Jade Marie Chapman. Michael opens up about his deeply personal new book, Where the Wild Heart Grows, inspired by conversations with his son James about grief, healing, and life’s hardest transitions after losing his wife Laura. Together, Michael and Jade share how friendship became love, why they left the Hollywood lifestyle behind for a quieter life in Akron, and what it’s really like building a blended family rooted in honesty, growth, and emotional intelligence. The conversation also dives into business and entrepreneurship as Jade shares the journey behind building her skincare company from scratch, while Michael gives an update on St. James Therapeutics and the groundbreaking clinical trial results that could help cancer patients manage painful chemotherapy side effects. Plus, the couple talks Bachelor Nation, public relationships, money habits, investing, future marriage plans, and the biggest “trading secrets” they’ve learned about life, love, and betting on yourself. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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301. Thirty Minute Thursday: Galey Alix Recap, Week in Review
Jason and David recap the Galey Alix episode and catch up on everything from this week’s market moves to workplace drama. Jason previews his Europe trip for a bachelor party and weddings, and they dig into the wild story of how Skims somehow got tied to a drug bust — what happened and why it matters. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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300. Galey Alix: From Goldman Sachs to Millions of Followers, Story Selling & Building a Design Empire
This week, Jason is joined by designer, entrepreneur, former Goldman Sachs executive, and social media powerhouse, Galey Alix, for a conversation about reinvention, resilience, and what happens when you bet on yourself before anyone else does.Before becoming one of the most recognizable names in home design, Galey spent 13 years at Goldman Sachs, where she rose from a $27,000-a-year call center role to becoming one of the firm’s top-performing sales executives — eventually generating billions for the company and earning seven figures along the way. She opens up about the mindset, competitiveness, and “story selling” techniques that helped her succeed in one of the most intense corporate environments in the world.But behind the career success, Galey was privately struggling. She shares the deeply personal story of losing her fiancé just weeks before their wedding after opening up about her battle with an eating disorder — a moment that sent her into one of the darkest periods of her life. What followed unexpectedly changed everything.While stepping away from social media to focus on healing, Galey’s home renovation videos quietly began going viral online. What started as decorating projects for fun soon exploded into a completely new career path — eventually leading to millions of followers, major brand partnerships, product lines carried nationwide, and her own television show, Home in a Heartbeat.Galey breaks down the business behind her success — from how she built a massive social media platform through “story selling” and emotional content, to why she believes creators today should focus more on digital platforms than traditional television. She also explains the financial realities of entrepreneurship, including the “Double Tarzan” strategy she used to transition out of corporate America while minimizing risk.Jason and Galey also dive into the economics of the design industry, how she approaches ROI in home renovations, why most designers structure their businesses incorrectly, and the surprising financial systems she uses to protect both herself and her clients.Beyond business, Galey opens up about perfectionism, burnout, anxiety, relationships, identity, and the pressure of constantly needing to achieve at the highest level. She shares why vulnerability ultimately became her greatest strength — both personally and professionally.From Wall Street to home design, and from heartbreak to building a multi-platform empire, Galey reveals what it really takes to reinvent yourself while staying relentlessly authentic along the way.Galey reveals all this and so much more in another episode you can’t afford to miss!Subscribe to the Trading Secrets podcast! Host: Jason Tartick Co-Host: David Arduin Audio: John Gurney Video: Marc Colcer Guest: Galey Alix Wealthfront Wealthfront’s high-yield cash account: https://www.wealthfront.com/tradingsecrets. This experience may not be representative of other Wealthfront clients, and there is no guarantee of future performance or success. Experiences will vary. Jason Tartick receives cash compensation from Wealthfront Brokerage for paid endorsement in his podcast, creating a conflict of interest. The Cash Account, which is not a deposit account, is offered by Wealthfront Brokerage LLC, member FINRA/SIPC. Wealthfront Brokerage is not a bank. The base APY is 3.30% on cash deposits as of January 30, 2026, is representative, subject to change, and requires no minimum. If eligible for the overall boosted rate of 4.05% offered in connection with this promo, your boosted rate is also subject to change if the base rate decreases during the 3 month promo period. Additional terms and conditions apply, which can be found on wealthfront.com/tradingsecrets. Funds in the Cash Account are swept to program banks, where it earns the variable APY. Same-day withdrawal or instant payment transfers may be limited by destination institutions, daily transaction caps, and by participating entities such as Wells Fargo, the RTP® Network, and FedNow® Service. New Cash Account deposits are subject to a 2-4 day holding period before becoming available for transfer. Investment advisory services are provided by Wealthfront Advisers LLC, an SEC-registered investment adviser. Securities investments: not bank deposits, bank-guaranteed or FDIC-insured, and may lose value. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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299. Thirty Minute Thursday! The Future of Loverboy, Pop Culture Catch Up & Jason Visits His Restaurant Investment
On this week’s 30 Minute Thursdays, Jason Tartick and David are back breaking down the biggest moments from their conversation with Kyle Cooke. They unpack the future of Loverboy, the realities of scaling a consumer brand, and the honest business conversations that had everyone talking. Plus, the guys dive into the latest pop culture headlines, trending business stories, and Jason shares what happened when he visited the restaurant he recently invested in. From entrepreneurship lessons to reality TV chaos, this episode delivers the perfect mix of business and entertainment. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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298. Kyle Cooke: Loverboy, SBA Debt & Fighting to Save a Multimillion-Dollar Brand
This week, Jason is joined by Kyle Cooke — entrepreneur, reality TV personality, DJ, and founder of Loverboy — for a conversation on what it really takes to build, scale, and fight to save a consumer alcohol brand in real time. Kyle shares the full story behind Loverboy today — from once scaling to 30 employees, 200-plus distribution agreements, and national attention, to now operating with just three full-time employees while navigating cash constraints, distributor challenges, and millions of dollars in debt. He breaks down the unique economics of the alcohol industry — including why brands are legally required to go through distributors, how wholesalers and retailers cut into margins, and why selling alcohol is far more complicated than most consumer products. Kyle also opens up about the financial pressure behind the scenes, including personally guaranteeing a $4.2 million SBA loan, still owing roughly $2.9 million, and needing to generate over $100,000 a month just to cover the loan payment after taxes. Beyond the numbers, Kyle shares the emotional reality of entrepreneurship — putting $500,000 of his own money back into the business, laying off employees, losing his COO, managing strained vendor relationships, and nearly facing the possibility of bankruptcy. He also explains how the support from Summer House fans helped save Loverboy through direct-to-consumer sales, merch pre-orders, and renewed demand after he vulnerably shared the company’s financial struggles on the show. Jason and Kyle also get into the impact of reality TV on business, why Loverboy’s fan base remains so loyal, how public attention can both help and hurt a brand, and why Kyle has intentionally avoided capitalizing on personal drama in a way that feels cheap or exploitative. From SBA debt and distribution nightmares to multiple revenue streams, DJing, brand partnerships, and rebuilding Loverboy with a leaner team, Kyle gives a raw and honest look at what it means to keep showing up when the business, the money, and the public pressure are all hitting at once. Kyle reveals all this and so much more in another episode you can’t afford to miss! Subscribe to the Trading Secrets podcast! Host: Jason TartickCo-Host: David ArduinAudio: John GurneyVideo: Marc ColcerGuest: Kyle Cooke Learn more about your ad choices. Visit podcastchoices.com/adchoices
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297. Thirty Minute Thursday. Derby Days, Met Gala Nights & Tommy John Takeaways!
This week on Trading Secrets, Jason Tartick is back with the Curious Canadian for another 30 Minute Thursday! The two break down the biggest moments from the Kentucky Derby and Met Gala, share some hilarious stories from Jason’s parents being in town, and recap this week’s conversation with Tom Patterson — including the business lessons, brand-building insights, and unexpected moments from the episode. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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296. Tom Patterson: Tommy John, 9-Figure Brand & Turning a $5K Idea Into an Apparel Empire
This week, Jason is joined by Tom Patterson — co-founder of Tommy John — for a conversation on what it really takes to build a nine-figure brand from scratch in one of the most overlooked categories in apparel.Tom shares the full story behind Tommy John — from walking away from a stable six-figure career in medical device sales to betting everything on a simple idea: fixing a problem he personally experienced with men’s undershirts. With no background in fashion, no industry connections, and just a few thousand dollars, he set out to create a better product — one that would eventually disrupt the entire category.He breaks down the early days of the business — spending roughly $5K to create his first 200 shirts, selling on consignment, getting rejected by retailers, and relying on sales skills to get in the door. From folding inventory himself to traveling store-to-store training sales associates, Tom shares what it actually looked like to build the business from the ground up.Tom also dives into the financial realities of entrepreneurship — funding the business with savings, 401(k) money, and credit cards, going years without paying himself, and navigating the constant pressure of cash flow in the early stages.The turning point came when Tommy John landed in major retailers and later experienced explosive growth through non-traditional marketing — including a breakthrough moment on the The Howard Stern Show that led to record-breaking sales and ultimately shaped the brand’s entire marketing strategy.Tom explains how the company scaled from a startup to a nine-figure business, including the importance of product innovation, brand differentiation, and building a loyal customer base in a highly competitive space. He also shares how strategic partnerships, celebrity endorsements, and a diversified marketing approach helped fuel long-term growth.Beyond the business, Tom opens up about the personal side of the journey — including the stress, burnout, and panic attack that forced him to reevaluate his leadership style, priorities, and overall approach to building the company.From burning the boats and betting on himself to navigating growth, risk, and long-term scaling, Tom gives a raw and honest look at what it really takes to turn a simple idea into a category-defining business.Tom reveals all this and so much more in another episode you can’t afford to miss!Subscribe to the Trading Secrets podcast! Learn more about your ad choices. Visit podcastchoices.com/adchoices
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295. Jason Rejoins David & 30 Minute Thursdays Are Back
The boys are reunited! 30 Minute Thursdays are officially back to normal—and so is Jason. After a long “work trip,” Jason reunites with David to get caught up on everything he missed. David fills him in on the latest—from Stagecoach stories to what’s been happening in the market—before the two dive into a hilarious recap of last week’s episode featuring Jon Bouffard. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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