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Jason Connell is a therapist and author of "When Success Isn't Enough." He and Dave talk about "restless achievement," the hollow feeling that often hits high achievers right after they hit a major goal. Jason shares some practical ways to stop relying on external validation and find a sense of worth that doesn't depend on the next win. They also discuss why vulnerability is the actual path to self-love. It's a conversation about how to keep pushing forward without sacrificing your peace of mind. Links: Jason's Website: https://jasonconnell.co/ When Success Isn't Enough: https://www.amazon.com/dp/B0D9R382NG

Christy Byrne Yates is a coach, speaker, and author of "Building a Legacy of Love." She joins Dave to discuss the "sandwich generation," the nearly 50 percent of Americans balancing the care of aging parents and their own children. Christy shares the lessons she learned managing her parents' dementia, including the practical value of geriatric case managers and healthcare proxies. They discuss the emotional weight of anticipatory grief and why talking about end-of-life preferences now prevents a crisis later. Listen in to learn how to support your family without losing yourself in the process. Links: Christy's Website: https://www.christyyates.com/ Building A Legacy of Love: https://a.co/d/080y9hzT Christy's LinkedIn: https://www.linkedin.com/in/christybyates/

Anna Lecat is a conflict expert, author of "Loving Conflict," and an entrepreneur who has built businesses across three continents. She joins Dave to share her "Conflict Ninja" approach to navigating high-stakes disputes in business and relationships. They discuss why avoiding tough conversations usually leads to mediocrity and how to stop fighting each other to start fighting the problem. It's a conversation about intellectual humility and the art of radical listening. Links: Anna's Book: https://www.amazon.com/dp/1966629974 Anna's Website: https://annalecat.com Anna's TEDx Talk: https://www.youtube.com/watch?v=DfldU0S2ivM

Jeff Meade is the founding director of the Center for Entrepreneurship at Paul Quinn College, a HBCU in South Dallas where most students are the first in their families to attend college. He ran marketing agencies for decades before leaving the industry to build the support system he never had as a young founder. In this episode, Jeff and Dave discuss the program he built, which now requires every student to launch a business to graduate, the six-week course where freshmen pitch for outside judges, and why Jeff spends most of his time teaching his students confidence. Links: Jeff's Website: https://jeff-meade.com  Paul Quinn College Entrepreneurship: https://paulquinn.edu Jeff's LinkedIn: https://www.linkedin.com/in/jeffmeade/

Travis Luther is a five-time founder, sociologist, and the author of "The Last Exit: Lessons in Business and Life from the Terminally Ill." He grew up on welfare in a trailer park, beat a six-year opioid addiction, and went on to build and sell multiple companies before sitting down with founders who had just been given a terminal diagnosis. In this episode, he tells Dave what those founders wish they had done sooner, and why he believes the gap between the life you're living and the one you meant to live can still be closed.  Links: Travis's Website: https://travisluther.com/ Travis's Book, The Last Exit: https://a.co/d/0cQWP4dW

Nausheen Chen is a public speaking coach who has worked with leaders at Amazon, NASA, and the UN. After years as a filmmaker, she left that career when her husband pushed her to build a business around the thing she had loved since childhood: performing and speaking in public. In this episode, Nausheen talks about why public speaking triggers fight or flight response, how thought structures like the rule of three stop you from rambling, and what real preparation looks like, from audience research to recording yourself on camera.  Links: Nausheen's Website: https://www.speaking.coach/ Nausheen's LinkedIn: https://www.linkedin.com/in/nausheenichen/ Nausheen's Instagram: https://www.instagram.com/nausheen.speaking.coach

Matt Friedman is the co-founder of Wing Zone, the author of "From Frat House to Franchising," and the new CEO of Epic Wings. He started the Wing Zone in 1993 out of his fraternity house kitchen at the University of Florida with $500 and a one-page business plan. In this episode, Matt and Dave trace how that turned into 140 locations across six countries and ultimately a sale in 2020. They also get into the day the university shut him down, his 27 year partnership with his co-founder Adam, and what Matt would do differently as a first-time CEO. Links: Matt's Website: https://mattfriedman.com/ From Frat House to Franchising: https://a.co/03g9diXc

Jay Bacrania, growth consultant at Crews & co., returns for another session of "Coaching with Jay," this time focusing on how leadership has to change as a company grows. Jay and Dave discuss unique ability, flow state, and the personal calendar exercise that helps founders see what fills them up versus what drains them. They talk through the crossroads every owner hits when the company starts to outgrow its leader, including whether to stay the right size, grind through, grow into the next seat, or bring in someone else. Jay also covers the shift from operator to leader and when to hire people who know more than you.  Links: Jay's LinkedIn: https://www.linkedin.com/in/jaybacrania/ Jay's Email: [email protected]

Mike Wystrach is the founder of Freshly, the ready-made meal delivery company he launched in 2015 and sold to Nestlé for US$1.5 billion five years later. In this episode, he shares his journey from growing up in an entrepreneurial family on a cattle ranch in southern Arizona to starting Freshly. He and Dave discuss what it takes to scale a physical food business fast, how Freshly hit a US$8 million run rate in five months, and the exhaustion that eventually compelled him to sell. They also cover his current work at PetFolk, his US$75 million consumer VC fund Cutting Horse, and how he thinks about evaluating founders. In his view, grit and coachability are more vital than product and market size. Related Links: Mike's Website: https://mikewystrach.com/ Mike's LinkedIn: https://www.linkedin.com/in/michaelwystrach Mike's Instagram: https://www.instagram.com/mikewystrach/?hl=en

Ethan King is an entrepreneur, AI advisor, and author of " Done: Let AI Do Your Work So You Can Live Your Life." In this episode, he returns to the show for a mid-2026 update on where AI actually stands for business owners. He and Dave dig into why most entrepreneurs are still stuck at the chatbot level, what it looks like when AI stops answering questions and starts completing tasks, and how Ethan published 12 blog posts in 40 seconds without a word of generic slop. They also get into the anti-AI backlash, the stark contrast with how China is approaching it, its impact on jobs, and Ethan's six levels of AI autonomy, a framework for honestly assessing where you are and what to tackle next.  Related Links: Ethan's Website: https://ethanking.com/ Ethan's Book: https://donebook.ai/

Gorm Tuxen is a Danish-born entrepreneur and author of "Immigrant Entrepreneurship in America." In this episode, he shares his journey from arriving in the U.S. in 1982 to founding the Tuxen Group, a holding company spanning tech, security, parking, and transportation. He and Dave explore what makes immigrant entrepreneurs disproportionately successful, including the statistic that nearly 50 percent of billion-dollar U.S. tech companies are founded by foreign-born founders, and dig into the mindset advantages that come from starting with nothing in an unfamiliar country. They also discuss the "American dream" then and now, the immigration system, and why Gorm is still more focused on building than on selling. Related Links: Gorm's LinkedIn: https://www.linkedin.com/in/gorm-tuxen-784a767b Tuxen Group: https://www.tuxen.com/ Immigrant Entrepreneurship in America: https://a.co/d/0bodEKGj

With the Tour de France coming up in July, Tyler Hamilton's story remains relevant. Tyler is a former professional cyclist who competed at the sport's highest levels — from the Olympics to the Tour de France — throughout his extensive career. Tyler joins the podcast to discuss his book The Secret Race and his involvement in the doping culture that surrounded professional cycling.  Related Links: The Secret Race: Inside the Hidden World of the Tour de France: https://amz.run/5dYQ Adventure Base Camps: https://www.adventurebasecamps.com/

Kimberly Moffit is an international relationship expert and the founder of KMA Therapy, one of Canada's premier psychological care clinics. Over the last 14 years, she has scaled KMA into a multi-location practice while amassing over 1.5 million social media followers and 70 million views on her YouTube channel. In this episode, Kimberly talks about her research on entrepreneurial isolation, the psychological realities of carrying a team, and how founders can leverage consumer empathy to unlock rapid growth on social media. Links: KMA Therapy: https://www.kmatherapy.com/ Kimberly's Instagram: https://www.instagram.com/kmatherapy/ Kimberly's YouTube: https://www.youtube.com/c/kmatherapytoronto Kimberly's LinkTree: https://linktr.ee/kma_therapy

Jay Bacrania returns to another session of "Coaching with Jay," this time focusing on common founder challenges. In this episode, Jay and Dave discuss feeling "stuck" — from stalled growth and constant business chaos to feeling trapped or bored even when things look good externally. Jay frames stuckness as both external (markets, leads, team, execution) and internal (feelings, body cues, and the "talk tracks" and stories in your head), arguing that mindset and narrative often shape outcomes. They discuss role clarity, delegation, and how leaders can outgrow their role as their companies scale. Jay shares a practical "dump and sort" approach — writing everything down, identifying a starting thread, building a simple story, and then ultimately planning to create momentum. Links: Jay's LinkedIn: https://www.linkedin.com/in/jaybacrania/ Jay's Email: [email protected]

In this the second part of the wellness series, Dave interviews his trainer Craig Huntington, a strength coach for more than three decades, about why the fitness industry promotes fads and why "smart, consistent training" beats complicated programs. Craig explains his shift away from high-volume training after overuse pain, crediting Mike Mentzer's approach that emphasizes short, high-intensity workouts taken to failure. They debate the merits of endurance sports and strength training, discuss exercise safety, and cover practical travel workouts that rely on slow, controlled bodyweight movements.  Links: Craig's Website: https://b2htotalfitness.com/ Craig's Instagram: https://www.instagram.com/cdhunting/