The Founders' Journey

How David Gardner Built The Motley Fool by Beating the Market and Breaking the Rules

David Gardner [https://www.linkedin.com/in/david-gardner-a633645b/] co-founded The Motley Fool [https://www.fool.com/] on AOL in 1994 at age 28, with $50,000 of his own money and a belief that most people still don't share: that ordinary investors can beat the market. In this conversation, Ryan [https://rallydaypartners.com/people/ryan-heckman/] and David trace the origins of Rule Breaker Investing, the third school of thought that sits between Bogle's indexing and Buffett's value discipline, and how it led Gardner to Amazon, Nvidia, and Tesla decades before the crowd arrived. They also go deep on the principles underneath the strategy: winning requires lots of losing, the most important things in business can't be captured as numbers, and the quiet power of serving others before chasing success. Listeners will walk away with a sharper lens for how to think about risk, conviction, and what it actually means to invest like a founder. David Gardner [https://www.linkedin.com/in/david-gardner-a633645b/] | The Motley Fool [https://www.fool.com/] Hosted by Ryan Heckman [https://rallydaypartners.com/people/ryan-heckman/], Co-Founder & CEO of Rallyday Partners. David Gardner is not an investor in one or more of Rallyday Partners [https://rallydaypartners.com/] private funds and did not receive any cash or non-cash compensation for participating in this podcast.  To nominate a founder or to nominate yourself as a future guest speaker on our podcast, please submit your nominations here [https://rallydaypartners.com/nominate/]. www.RallydayPartners.com

How Linda Rottenberg Built Endeavor Into a $100B Global Entrepreneur Network

What if the future of entrepreneurship is not Silicon Valley, but everywhere else? In this episode of The Founders’ Journey, Ryan Heckman [https://rallydaypartners.com/people/ryan-heckman/] sits down with Linda Rottenberg [https://endeavor.org/about-us/linda-rottenberg/], Co-founder and CEO of Endeavor [https://endeavor.org/]. What began in Buenos Aires in 1997 has grown into a global network spanning 45+ countries, helping build companies that generate over $100 billion in revenue.  Linda shares how Endeavor transformed entire ecosystems by backing founders early and creating a powerful network effect across the world. They also explore a core idea we believe deeply in at Rallyday: Belief Capital. Why founders need more than money, and how trust, purpose, and community drive the most enduring companies. This is a conversation about scaling globally, leading through uncertainty, and building something that truly matters. If you are a founder, investor, or builder, this one is worth your time. Linda Rottenberg is not an investor in one or more of Rallyday Partners [https://rallydaypartners.com/] private funds and did not receive any cash or non-cash compensation for participating in this podcast. To nominate a founder or to nominate yourself as a future guest speaker on our podcast, please submit your nominations here [https://rallydaypartners.com/nominate/]. www.RallydayPartners.com

Chip Conley, Founder and Executive Chairman, Modern Elder Academy (MEA)

What happens after you build the company? After the exit? After the identity you wrapped yourself in no longer fits? In this no-BS conversation, Ryan Heckman [https://rallydaypartners.com/people/ryan-heckman/] sits down with Chip Conley [https://chipconley.com/], founder of Joie de Vivre Hospitality, former Head of Global Hospitality & Strategy at Airbnb, bestselling author, and founder of the Modern Elder Academy [https://www.meawisdom.com/]. Chip shares how he raised $1.1M at 26 to buy a broken-down motel in San Francisco, turning it into 52 boutique hotels before selling to Hyatt. But the most pivotal chapter was not the growth. It was the unraveling. Burnout, personal loss, and a near-death experience forced him to confront a deeper question: Who am I if I am not this company? That reckoning led him to Airbnb, where he joined as a 52-year-old mentor to Brian Chesky during the company’s meteoric rise. Together, they navigated scale versus soul, ego versus service, and what it means to lead from behind. This episode explores the difference between knowledge and wisdom, how to reframe accountability with your team, why midlife is a chrysalis not a crisis, and how founders can move from return on investment to ripple of impact. For founders focused on building value, this is a reminder that you are also building a life, including your own. Chip Conley is not an investor in one or more of Rallyday Partners [https://rallydaypartners.com/] private funds and did not receive any cash or non-cash compensation for participating in this podcast. To nominate a founder or to nominate yourself as a future guest speaker on our podcast, please submit your nominations here [https://rallydaypartners.com/nominate/]. www.RallydayPartners.com

Tony Aug, Co-Founder & CEO, Nimble Gravity

In this episode of The Founders' Journey, Ryan Heckman [https://rallydaypartners.com/people/ryan-heckman/] sits down with Tony Aug [https://www.linkedin.com/in/tony-aug/], Co-founder and CEO of Nimble Gravity [https://nimblegravity.com/], one of the most sought-after data science and AI consultancies in the U.S. Known for his intensity and intellectual firepower, Tony surprises with a deeply human origin story rooted in curiosity, discipline, and heart. Tony shares how growing up in an educator household shaped his obsession with understanding how things work — and rebuilding them better. That instinct carried him from engineering and leadership roles inside massive organizations to founding Nimble Gravity, where he now helps companies turn data and AI into real, executable value. This is a conversation about leadership beyond the highlight reel: cutting through AI hype, connecting strategy to execution, and teaching organizations how to harness powerful tools without burning the house down. A must-listen for founders and operators navigating what’s changing — and what actually matters next. Tony Aug is not an investor in one or more of Rallyday Partners private funds and did not receive any cash or non-cash compensation for participating in this podcast. To nominate a founder or to nominate yourself as a future guest speaker on our podcast, please submit your nominations here [https://rallydaypartners.com/nominate/]. www.RallydayPartners.com

Michelle Collie, Founder & CEO, Highbar Physical Therapy

In this episode of The Founders’ Journey, we sit down with Michelle Collie [https://www.highbarhealth.com/team/dr-michelle-collie-pt-dpt-ms-ocs], Founder and CEO of Highbar Physical Therapy [https://www.highbarhealth.com/], to explore a story where the journey is just as personal as the objective. From a life-changing ACL injury on a basketball court in rural New Zealand to building and scaling a leading physical therapy platform alongside Rallyday, Michelle shares hard-earned lessons on leadership, purpose, and value creation. Together, we unpack how to “pull” a private equity partner, why putting teammates first leads to better outcomes, and how aggressively humble leadership can elevate an entire organization and an industry. This is a candid, inspiring conversation about growth, resilience, and building something that truly matters. Michelle Collie is not an investor in one or more of Rallyday Partners private funds and did not receive any cash or non-cash compensation for participating in this podcast. To nominate a founder or to nominate yourself as a future guest speaker on our podcast, please submit your nominations here [https://rallydaypartners.com/nominate/]. www.RallydayPartners.com