Money Stories

Many entrepreneurs achieve success only to realize they are further away from freedom than when they started. Niraj Shah has spent his career building businesses and working closely with entrepreneurs navigating success. Over time, he began to see a common pattern: the pursuit of achievement can quietly pull people away from the life they hoped success would create. In this conversation, Niraj shares how early lessons shaped his thinking about ownership, entrepreneurship, and building wealth that actually supports the life you want. We unpack: • Why many entrepreneurs achieve success but never find freedom • The difference between income and ownership • How investors think about time, risk, and opportunity • Why clarity about your life changes every financial decision • The mindset shift that turns success into freedom This is a thoughtful conversation about building wealth with intention and using entrepreneurship as a vehicle for freedom rather than just achievement. About Niraj Shah: At 30, Niraj survived a major stroke that permanently changed how he sees time, energy, and success. What could have ended his story became fuel. Since then, he’s co-founded 5 companies, invested in or advised more than 50 founders, and built an investment portfolio that balances reliable income with high-risk bets. Today he runs DKZ Equity, an M&A advisory firm that helps entrepreneurs create and capture more value from the businesses they’ve spent years building. He also writes about entrepreneurship, energy, and freedom. These topics shape how he thinks, works and lives. Connect with Niraj: LinkedIn: https://www.linkedin.com/in/niraj5hah/ Instagram: https://www.instagram.com/niraj5hah/ X: https://x.com/niraj5hah For a refreshing take on M&A: https://www.dkzequity.com/ Subscribe to his newsletter: https://www.nirajs.com/#/portal

Chris Girbés has built a life rooted in intention, family, and meaningful work, yet his journey with money has been anything but simple. In this episode, Chris and I reflect on how success and fulfillment are shaped not just by what we build, but by how we relate to it. We explore why financial growth does not create a sense of enough and how old money stories continue to drive high performers. Chris also shares what it looks like to redefine wealth around values, family, and lived experience. We unpack: • Why success on paper often fails to deliver a felt sense of safety • How early money stories continue to influence adult decision making • The difference between awareness, insight, and integration • What it really means to define enough • How presence and family reshape the definition of true wealth This is a grounded conversation about building a life you don't need to escape from and using money as a tool to support what matters most. About Chris Girbés: Chris is the co-founder of Five Oceans Advisory, a firm built to reimagine traditional financial advice for entrepreneurs. He spent over a decade in the financial services industry, including years building his own practice in performance driven environments. Chris helped launch Five Oceans alongside his friend and mentor Marc Campbell to create a values aligned, life first approach to wealth strategy. He grew up in San Diego and earned a degree in Business Administration from Principia College, where he played both football and baseball. Chris currently lives in Southern California with his wife Alexis and their two sons. Connect with Chris: LinkedIn: https://www.linkedin.com/in/chrisgirbes/ Instagram: https://www.instagram.com/chrisgirbes Check out Five Oceans Advisors, his financial life planning company: https://fiveoceansadvisors.com/

Step inside The Inner Circle, where Kevin Dahlstrom and I speak freely and honestly without judgment, challenging each other in pursuit of truth. A single question frames this conversation: What’s the most painful truth you’ve had to accept about yourself? Drawing from different stages of life, Kevin and I share the kinds of realizations that only come with time and self examination. The discussion is honest and raw, with their perspectives converging around growth and self awareness. We explore: • How painful self awareness becomes a catalyst for growth • The difference between accountability and self condemnation • What aging and limitation reveal about priorities and presence • How regret and compassion can coexist • Why confronting reality reshapes how you live the next chapter This conversation offers a grounded look at self reflection, and the clarity that can emerge when difficult truths are faced honestly and carried forward into daily life. Connect with us on X for more from The Inner Circle, and let us know how you're liking the new format. Kevin Dahlstrom: https://x.com/Camp4 Mike Brown: https://x.com/mbrown_co

Jon Bowerman built and sold a multimillion-dollar agency before realizing that success on paper doesn’t guarantee fulfillment. His story is about rediscovering the artist within and finding that true wealth comes from alignment, not accumulation. Jon shares how growing up with scarcity shaped his drive for success and what it took to walk away from security for a life of greater authenticity and purpose. He reveals how embracing vulnerability helped him reconnect with creativity, joy, and meaning. We unpack: • The cost of tying identity to achievement • How letting go of old definitions of success created space for peace • Why vulnerability became Jon’s greatest strength as a leader • What it means to live a life you never want to retire from About Jon: Jon Bowerman writes with the heart of a parent and the mindset of an entrepreneur, creating stories that inspire clarity, confidence, and possibility. A lifelong builder, designer, and founder, Jon brings real-world experience and creative insight to help others rethink what’s possible—at any stage of life. Whether launching ventures or guiding the next generation, his work is rooted in one belief: it’s never too late to design a life that honors the dreams of your inner child. Connect with Jon: Website: https://jonbowerman.com/ Instagram: https://www.instagram.com/jonbowerman.co LinkedIn: https://www.linkedin.com/in/jonbowerman Check out his book - You're Not Lost...You're Just Starting! and download his Everyday Entrepreneur Action Guide: https://notloststarting.com/ _________ Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/learn-more

Nathan Barry built ConvertKit (now Kit) into a nine-figure company helping creators earn a living online. His journey reveals how early experiences with money can ignite ambition and how the pursuit of mastery can evolve into a deeper sense of purpose. In this conversation, Nathan shares how a childhood moment of scarcity became the spark for a lifelong pursuit of understanding wealth. He reflects on what it means to treat making money as a skill, and how his definition of wealth has evolved from security to freedom to helping others succeed. We unpack: • What happens when your self-worth is tied to your output • The mindset shift that turned making money into a skill, not luck • The turning point that brought Nathan back from burnout • How shifting from “me” to “we” became his greatest unlock Nathan’s story is a reminder that money can begin as fuel, but it can become something far greater. About Nathan Barry: As the CEO of Kit, Nathan Barry has a front row seat to what’s working in the most successful creator businesses. He's helped tens of thousands of creators earn a living online and is a big believer in teaching everything you know—something he does every week in his newsletter and podcast. In previous careers, Nathan has been a designer, author, and blogger. After learning the power of email marketing, he gave up a successful blogging career to build Kit. Outside of work, Nathan spends his time playing volleyball, soccer, woodworking, and chasing after his three boys. Connect with Nathan: Instagram: https://www.instagram.com/nathanbarry/?hl=en LinkedIn: https://www.linkedin.com/in/nathanbarry/ _________ Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/learn-more

Step inside The Inner Circle, where Kevin Dahlstrom and Mike Brown speak freely and honestly without judgment, challenging each other in pursuit of truth. In this first episode, we unpack one of Mike's most controversial statements: “I wish upon everyone a failure that brings you to your knees.” We’re not talking about pain for pain’s sake, but about what failure can teach us that success never will. We cover: • Why the wins don’t teach you nearly as much as the losses • The identity trap we fall into and how to escape it • Why letting go of control can be the most liberating move you make • How to teach your kids resilience without manufacturing pain • The shift from fixed identity to fluid self-definition • What it really means to redefine wealth, purpose, and alignment as fathers and entrepreneurs If you’ve ever wished for a place to bring your real questions and hear unfiltered truth, this is it. The Inner Circle is where iron sharpens iron and honesty inspires growth. Connect with us on X for more from The Inner Circle: Kevin Dahlstrom: https://x.com/Camp4 Mike Brown: https://x.com/mbrown_co

At age eleven, Artur Meyster watched his mom pay with food stamps in a New York grocery store. That moment lit a fire that carried him from Wall Street to leading one of tech’s fastest growing education startups. In this episode, Artur shares the truth behind building and leaving Career Karma. What began as an escape from corporate life became a mission to free others, but after the exit came something deeper. We unpack: • How growing up with scarcity shaped his relationship with ambition • Why Wall Street success left him questioning everything • The emotional toll of leading from fear instead of trust • What a laundromat taught him about ego control and letting go • How fatherhood helped him rediscover presence and peace within himself About Artur Meyster: Artur Meyster is a serial entrepreneur and investor. He co-founded and scaled Career Karma, an online education marketplace that raised over $60 million in venture capital and was acquired in 2025. He also co-founded Outrival, an AI voice-agent company modernizing customer support. Following the exit of Career Karma, Artur began acquiring profitable, cash-flowing businesses using a straightforward playbook: digitize operations, modernize systems, and apply AI to unlock efficiency and profitability. Today, Artur invests in and advises businesses that can benefit from digital transformation and AI adoption. He works with owners, operators, and investors to identify opportunities where technology can replace labor-intensive processes, streamline operations, and future-proof companies for the next decade. Connect with Artur: X: https://x.com/ArturMeyster LinkedIn: https://www.linkedin.com/in/meyster/ _________ Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/learn-more

Nick Eubanks was living the dream. He had built and sold multiple companies, scaled an unsexy business to eight figures, and exited two ventures in the same year. On the outside, it looked like he had it all. Behind the scenes, everything was falling apart. In this conversation, Nick shares what it felt like to reach the peak and realize he didn’t like the view. Beneath the money and momentum was a growing sense of emptiness. What followed was a full collapse. Then he chose to rebuild his life. Not with noise or ego, but with clarity, presence, and intention. One brick at a time. This is a story about letting go of the life you’re supposed to want, and choosing to build something real in its place. We unpack: • The pattern that caused him to lose every dollar he earned • How chasing validation disguised itself as ambition • What it took to rebuild his life after a heart attack and divorce • The way he healed his relationship with his family • What changes when you stop performing and start being honest About Nick Eubanks: Nick Eubanks is an entrepreneur, digital strategist, and Vice President at Semrush, a leader in online visibility. He’s the founder of From The Future and co-founder of Traffic Think Tank, both of which were acquired in 2023. Before that, he helped grow Traffic Safety Store from 7 to 8 figures in revenue. Throughout his career, Nick has built and sold dozens of digital ventures across search engine optimization, lead generation, affiliate marketing, and e-commerce. Connect with Nick: X: https: //x.com/nick_eubanks?lang=en Website: https://nickeubanks.com/ LinkedIn: https://www.linkedin.com/in/nickeubanks/ _________ Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/learn-more

Aaron Houghton built and sold a tech company for $169 million before his 30th birthday. At its peak, his business was generating $50 million in recurring revenue and employing over 350 people. But behind the scenes, he was unraveling. Chronic stress and panic attacks revealed a hard truth he could no longer outrun. The version of success he was chasing was costing him his health and his peace. In this conversation, Aaron opens up about the hidden toll of hypergrowth and the internal reckoning that followed his exit. He shares how he rebuilt his career and his sense of identity, and why he now believes peak performance has less to do with hustle and more to do with pace. We unpack: • The invisible pressure to always be the one with answers • How Aaron went from constant intensity to sustainable performance • Why the rebuild can be more powerful than the rise • The real story behind life after a big exit • The power of knowing your redline and honoring it About Aaron Houghton: Aaron has built and sold multiple tech companies, pushing himself to the absolute limit. Realizing his success came with hidden costs, he turned his focus to what really matters. Building a sustainable life from the inside out. Today Aaron helps high-performing founders manage stress without losing themselves in the process. He is developing tools, mentoring entrepreneurs, and writing a book to share what he has learned. His mission is simple: stay ambitious without burning out. Connect with Aaron: Website: https://www.aaronhoughton.com LinkedIn: https://www.linkedin.com/in/aaronhoughton/ Check out DORY where Aaron helps high-pressure leaders turn into superhuman mental athletes who survive better and never burn out. https://www.instagram.com/thrivewithdory https://www.thrivewithdory.com Free Optimal Pace assessment for leaders: https://entry.thrivewithdory.com/optimalpace/start

We’ve been taught to chase success, but what if real wealth has nothing to do with money? Recorded live at the BaseCamp Boulder event, this conversation with Kevin Dahlstrom and Pete Adeney (Mr. Money Mustache) dives into what it truly means to live rich right now. We talk about freedom, purpose, and the five dimensions of wealth that go far beyond your bank account. If you’ve ever wondered what comes after success, this episode reveals how true wealth begins the moment you start living it. Connect with Kevin & Pete: Kevin Dalhstrom: Sign up for his newsletter: https://campfour.kit.com/newsletter Follow him on X: https://x.com/Camp4 Pete Adeney (a.k.a. Mr Money Mustache): Website: https://www.mrmoneymustache.com/ Follow him on X: https://x.com/mrmoneymustache _________ Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/vsl-long

Marshall Hayes grew up in rural Oregon learning about money from a handwritten ledger his dad kept on a yellow pad. Those early lessons sparked a fascination with investing and entrepreneurship that led him from cleaning bathrooms to building and selling a multimillion dollar marketing agency. For years, he chased success at all costs. The business grew fast, but behind the scenes, he was burning out, losing his relationship, and unraveling under the weight of anxiety and perfectionism. When everything collapsed, Marshall realized that achievement meant nothing if it came at the expense of peace. What followed was a rebuild. Today, he helps other founders find confidence, balance, and freedom, without losing themselves in the process. This episode explores: How unprocessed pain can silently power your ambition The power of reflection and self awareness The value of finding happiness outside of money Why future earning potential is the overlooked pillar of wealth A new definition of wealth measured in energy, not earnings About Marshall Hayes: Marshall Hayes is a seasoned entrepreneur turned executive coach with a passion for the Founder journey. He empowers Founder/CEOs who have their footing in business ($10M - $100M+ in Rev) to structure their business in a way that allows them to live the life that they really want to live. Drawing from a blend of frameworks around personal growth and business - including Conscious Leadership, Authentic Relating, and Traction - Marshall helps Founders/CEOs access deeper relationships with themselves, their spouses, and the people that matter to them. Connect with Marshall: LinkedIn: https://www.linkedin.com/in/marshallphayes/ Check out the party game he created: https://pickmeupgame.com/ _________ Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/vsl-long

Keith Latson was living the dream he had built since childhood. He was operating on Kentucky Derby champions, making seven figures, and working with the most elite horses and trainers in the world. But despite the money and accolades, something was missing. In this conversation, Keith shares what it felt like to stand at the pinnacle of his profession and realize he no longer recognized the man he had become. What followed was a total reorientation. He left his career in equine surgery and stepped into the unknown, choosing family, freedom, and authenticity over the safety of success. We unpack: • What it really costs to live out of alignment with yourself • How Keith and his wife Kris turned a small side project into a thriving Amazon agency • The tension between achievement and presence in family life • What it means to lead with vision instead of validation About Keith Latson: Dr. Keith Latson began his career at the top of equine surgery, treating Triple Crown winners and serving as NBC’s veterinary commentator for the Triple Crown. Alongside his wife Kris, he has co-founded multiple seven and eight figure businesses rooted in intentional culture and service first leadership. Their brands, including FullBucket, 6666 Equine Supplements, and Revel Vet, blend high integrity care with real world impact through year round missions in rural Guatemala and a relational model for small animal care. Keith now splits his time between building purpose driven companies and exploring the remote corners of the Southwest with his family. Explore what they’re building: FullBucket Health - Equine and pet supplements with One-for-One giving built into every sale Revel Vet - Fear Free care powered by our "Best Human Ever" culture in Queen Creek, AZ ZQUARED - Amazon growth strategies from someone who knows culture drives results Connect with Keith: Connect with Keith to explore how service and belonging can become your competitive advantage—whether you're looking for a partner who shares these values, or want to learn how to build it into your own business. LinkedIn: https://www.linkedin.com/in/drlatson/ Instagram: https://www.instagram.com/dr_keith_latson/ FullBucket Health: www.FullBucketHealth.com Revel Vet: www.RevelVet.com ZQUARED: www.ZQUARED.com 6666 Equine Supplements: www.6666EquineSupplements.com _________ Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/vsl-long

Dr. Vassily Eliopoulos (Dr. Vass) spent more than a decade working in emergency rooms, treating people in moments that stripped away everything nonessential. Again and again, he sat beside patients who were facing the end and spoke the kind of truth that only becomes possible when there is no time left to pretend. Those moments became his teacher. In this conversation, Vass shares the quiet lessons that most of us miss in the noise. He speaks not just as a physician, but as someone who had to confront his own limits. His story is a call to reconsider what health really means, and why a longer life means nothing if it is built on the wrong foundations. We unpack: • The regrets people name most often in their final hours • Why many definitions of success leave us disconnected and exhausted • What longevity actually requires beyond labs and protocols • How connection and self-trust outperform any treatment plan • The practices that rebuild wholeness from the inside out About Dr. Vass: Dr. Vass is the Co-Founder and Chief Medical Officer of Longevity Health, Board Certified in Emergency Medicine, and trained at Cornell University Medical College and the University of Colorado. After serving in the Peace Corps and working with the WHO, he spent over a decade in traditional healthcare before shifting to functional and regenerative medicine to focus on prevention, optimization, and longevity. Originally from Westchester, New York, he balances his medical mission with a lifelong passion for grappling—winning national and world titles in Brazilian Jiu-Jitsu—as well as rock and ice climbing and whitewater kayaking. Connect with Dr. Vass: Learn more about Dr. Vass's Approach to Medicine: https://longevityhealth.clinic/doctor_vass_approach?fbclid=PAZXh0bgNhZW0CMTEAAac8lr0_t-FhY7uujpTzld6NF0Mv6ZzU00_Ybuo5dJFm0NsNHXyhbonkEMtjHw_aem_TWEgcjy8oNoys1BfXfxPBA Website: https://www.longevityhealth.clinic/ Instagram:: https://www.instagram.com/dr.vassily/ LinkedIn: https://www.linkedin.com/in/vassily-eliopoulos-m-d-5b8015143/ _________ Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/vsl-long

Taylor Frame learned to sell on a Mormon mission in North Carolina. For two years, he knocked on doors, faced rejection, and refined his pitch one conversation at a time. This taught him how to connect, adapt, and keep pushing. That mindset carried him into tech sales and eventually entrepreneurship. He built a seven-figure agency, moved his family to the beach, and created what looked like the perfect life. Beneath the surface, he was unraveling. The harder he worked, the more disconnected he felt from his family, his purpose, and himself. What changed everything was community. Surrounded by people who valued honesty over performance, Taylor began to rebuild. Today, he leads with presence, builds in alignment with his values, and feels deeply connected to his work, his family, and the life he has chosen. This episode explores: The invisible cost of chasing the wrong definition of success The emotional toll of high-achievement conditioning The liberation found in community and vulnerability The shift from transactional ambition to relational wealth The power of intentional living, especially in parenting and partnership About Taylor Frame: Taylor Frame is the co-owner and Chief Revenue Officer at Best Practice Media, where he helps entrepreneurs turn ambitious ideas into measurable results. With more than two decades in sales and marketing, he has helped hundreds of e-commerce and service-based businesses scale with clarity and control. He knows what it takes to grow fast, stay profitable, and lead from a place of alignment. Today, he prioritizes time outdoors with his kids, honest conversations with close friends, and building a business that reflects his values. Connect with Taylor: Website: https://bestpracticemedia.com/ LinkedIn: https://www.linkedin.com/in/taylor-frame/ _________ Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/vsl-long

Melanie Balke has built a life most entrepreneurs chase for years. Her business is thriving, her team is energized, and her days move with clarity and intention. She surfs, leads with presence, and shapes her calendar around the rhythm that brings out her best work. Her path reflects more than strategy. It is an identity shift rooted in emotional wealth, sustainable leadership, and the freedom to live life on her terms. This is the inner game of building something that lasts without losing yourself in the process. In this episode, we unpack: • How chasing success shaped her identity and nearly cost her everything • The mindset shifts that unlocked deeper trust and better leadership • Why slowing down made her a better leader • How she reshaped her business to support a sustainable life • Why she feels hustle culture can suppress the creativity of female founders • What real freedom looks like for a founder in full alignment About Melanie Balke: Melanie Balke is the founder of The Email Marketers, a retention marketing agency helping e-commerce brands build loyalty through email, SMS, and customer experience. She has grown the company into a seven-figure business by focusing on sustainable, relationship-driven growth that supports both founders and their teams. Outside the agency, she’s a surfer, speaker, and advocate for building freedom through intentional business design. Connect with Melanie: Website: www.theemailmarketers.com LinkedIn: www.linkedin.com/in/melaniebalke X: https://x.com/Melanie_Balke Check out Retention Lab, a community for DTC brands who want to build their retention team in-house: https://www.theemailmarketers.com/retention-lab _________ Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/vsl-long

Delroy Gill grew up flipping candy in the playgrounds of South London, finding creative ways to make money at a young age. When he moved to America, saw the game from a different angle, and started building something far beyond himself. Early on a broken promise taught him that if he wanted something, he had to get it himself. That mindset carried him through the 2008 crash, into real estate, and all the way to the top of the luxury market. But the climb came with a cost. The walls he built to protect himself also kept people out. What followed was a personal rewiring. Through therapy, mentorship, and honest connection, the work turned inward. Along the way, Delroy discovered a richer definition of wealth. One rooted in legacy, stewardship, and the freedom to walk away from anything misaligned. Today, Delroy is a top luxury realtor but he’s not just selling homes. He is building legacy and blazing a trail for others to follow. In this episode we unpack: • Why representation matters in luxury spaces • The childhood betrayal that taught him to never ask for help • How he built a real estate career during a market crash • Why survival mode helps you win but keeps you isolated • How his definition of wealth evolved through healing • Why alignment matters more than achievement About Delroy Gill: Delroy Gill is America’s top Black real estate agent and ranks among the top 20 at LIV Sotheby’s International Realty in Colorado. With over $400 million in career sales, he advises CEOs, entrepreneurs, professional athletes, and industry leaders nationwide. Born in Britain with Jamaican heritage, Delroy has lived in the U.S. for more than 20 years and brings a cultural fluency and professional edge that sets him apart. He is a number one trendsetter, a member of Entrepreneurs’ Organization, and nationally ranked by the National Association of Real Estate Brokers. His work has been featured in Robb Report, the Denver Post, and Business Den. Connect with Delroy: Follow him on Instagram: www.instagram.com/delroygill _________ Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/vsl-long

Jack Swift followed the path to success with precision. He graduated from West Point, served as an Army Ranger, and grew to CEO of TIFIN, a category-defining AI fintech platform valued at $842M. Jack spent years building a successful life. He had the titles, the income, and the momentum. Over time, the long hours and constant pressure wore him down, until even the wins stopped feeling meaningful. He realized he was building from fear instead of alignment, and it was costing him his health, his clarity, and his sense of purpose. On this episode of Money Stories, Jack shares how his definition of success changed, what AI is revealing about human potential, and why presence has become his most valuable asset. We dive into: • How Jack rebuilt his life around clarity, not achievement • Why alignment is now his filter for every decision • The inner practices that shaped a billion-dollar company • What leaders need to understand about the role of AI • Why creativity, not control, is the new edge • How to build coherence, not just culture, and why that changes everything About Jack Swift Jack Swift is a leader who has spent his career operating at the edge of performance and transformation. A West Point graduate and former Airborne Ranger, his foundation in the military shaped a leadership style built on discipline, resilience, and purpose. After his service, Jack brought those same principles into the world of finance and entrepreneurship, guiding companies through growth and reinvention. He helped scale Janus Henderson’s institutional business, co-founded Pacific Current Group, and later led TIFIN, an AI-driven fintech platform that is redefining how wealth and asset managers use AI. Today, Jack advises AI companies, Brightwave and Grid.aero, is Co-Founder of Sangha and serves as a Board Director for Lockton Companies and Bow River Capital. Connect with Jack: Website: jackcswift.com Linkedin: https://www.linkedin.com/in/jack-c-swift/ Check out his book coming out early next year titled Level 7 Leadership: Leading in the Age of AI _________ Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/vsl-long

Early life wasn’t easy for Rob Sirstins. He was born into poverty, adopted young, and raised in a world where he never felt like he belonged. Then he rose to success as a Division 1 football star with a career path in sales. From the outside, everything looked perfect. Then injury, betrayal, and loneliness stripped it all away and Rob found himself in a Salt Lake parking lot, finger on the trigger. That night, he chose to live and everything changed. What followed was a rebirth found through plant medicine, healing and community. Through this journey Rob found a new definition of wealth: not more money, but freedom and belonging. Today, Rob is a successful coach, speaker, and author. He's a beacon of inspiration helping others heal, find belonging, and step into true freedom. We unpack: • How childhood scarcity, bullying and racism shaped Rob’s money story • The night he almost ended his life - and why he didn’t • The role community played in rewriting his story • The four pillars of healthy masculinity Rob now teaches • Why wealth is found in freedom, not accumulation We unpack: • How childhood scarcity, bullying and racism shaped Rob’s money story • The night he almost ended his life - and why he didn’t • The role plant medicine and community played in rewriting his story • The four pillars of healthy masculinity Rob now teaches • Why wealth is found in freedom, not accumulation This conversation is about the courage to stay and the freedom that comes when you finally belong to yourself. About Rob Sirstins: Rob Sirstins is a transformational coach and speaker who empowers individuals to unlock their potential and create lasting personal and professional growth. Drawing on his background in athletics, leadership, and personal development, Rob helps others reframe challenges as opportunities, develop resilience, and pursue fulfillment with clarity and purpose. His work centers on guiding people through self-reflection and intentional action so they can break through limitations, achieve meaningful success, and live empowered lives. Connect with Rob: Instagram: https://www.instagram.com/robsirstins/ Website: https://www.robsirstins.com --- Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/vsl-long

Anthony Vicino once believed financial wins meant freedom. He went from living in a van and scaling cliffs to building million-dollar businesses - only to see it all collapse when betrayal and bankruptcy left him in serious debt. In this raw episode, Anthony shares how losing millions didn’t just reset his bank account - it reshaped his definition of wealth, purpose, and what a rich life truly looks like. We dive into: -How van life and rock climbing shaped Anthony’s earliest views on money and freedom. -The intoxicating highs of business success - and the devastating crash of losing it all. -How Anthony rebuilt a vision of success rooted in agency, community, and presence. -Why financial collapse can be the gateway to deeper self-discovery and resilience. -How he transformed his ADHD into his superpower. This isn’t a conversation about managing money - it's an honest reflection on failure, resilience, and rediscovering what truly makes life meaningful. About Anthony Vicino: Anthony Vicino is a best-selling author and serial entrepreneur who transformed his life from $80,000 in debt while living in a van to building successful businesses and a large real estate portfolio, at its peak worth over $85 million. He is known for turning his ADHD into a superpower and helping other entrepreneurs maximize their "Return on Life." Connect with Anthony: Website: https://anthonyvicino.com/ Youtube: YouTube.com/anthonyvicino Instagram: https://www.instagram.com/theanthonyvicino/ _________ Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/vsl-long

For years, Derek Coburn watched high achievers sacrifice health and joy in pursuit of a “magic number” they believed would bring freedom - only to feel empty when they reached it. In this powerful episode, Derek flips the script on traditional financial wisdom and reveals a truth most advisors won’t say out loud. We dive into: •How to design a life so aligned and fulfilling you’d never want to retire from it. •The hidden cost of postponing happiness and why “later” is the most expensive word in wealth. •How to create a richer life than any spreadsheet can show. •Why chasing the perfect number can leave you empty - and what actually delivers freedom. •Practical shifts to invest in the present - not just the future. This isn’t a conversation about money management. It’s a wake-up call to stop deferring your life and start living the wealth you’re working so hard to build - right now. About Derek Coburn Derek Coburn is an entrepreneur and financial advisor with over twenty-seven years of experience and the USA Today Bestselling Author of "Let's Retire Retirement: How to Live Your Life to the Fullest—Now and Later." His passion for connecting remarkable professionals led him, along with his wife, Melanie, to found CADRE, an exclusive "un-networking" community for CEOs and entrepreneurs. An advocate for prioritizing experiences over material success, Derek enjoys traveling and live music, and values being a husband and father above all else. Connect with Derek Website: https://www.derekcoburn.com/ Instagram: https://www.instagram.com/cadredc/ LinkedIn: https://www.linkedin.com/in/derekcoburn Check out his book, Let's Retire Retirement: How to Enjoy Life to the Fullest―Now and Later: https://a.co/d/dXAlA8u _________ Did something in this episode resonate with you? Check out Unbreakable Wealth, a private community for conscious entrepreneurs, high performers, and athletes ready to build multidimensional wealth beyond just money. It is the space for the conversations you cannot have anywhere else. If you are ready to live, lead, and build from alignment, you are in the right place. Learn more and apply now: https://go.unbreakablewealth.com/vsl-long