Andrew Wilkinson, a billionaire entrepreneur and author of "Never Enough: From Barista to Billionaire," shares his remarkable journey from humble beginnings. He discusses the downsides of wealth, emphasizing that true happiness isn't bought. Andrew introduces the concept of anti-goals to prioritize personal joy over hustle culture. He also explores the complexities of relationships affected by money, the allure of luxury, and the importance of meaningful experiences. Finally, he reflects on the balance between ambition and contentment in the pursuit of success.

Andrew Wilkinson, co-founder of Tiny Capital and an insightful entrepreneur, shares his thoughts on the paradox of success and happiness. He explores why wealth doesn't guarantee contentment, discussing the relentless drive for more that many successful people face. Wilkinson reflects on the mental health struggles tied to ambition and the need to redefine productivity. He emphasizes the importance of personal fulfillment and relationships over financial achievements, providing a compelling look into the complexities of modern success.

Andrew Wilkinson, co-founder of Tiny and expert in AI startups, shares insights on the evolving landscape of artificial intelligence. He highlights the paradox of AI making it easier to launch businesses while complicating long-term sustainability. The conversation unfolds unique startup ideas, from secure data integration tools to AI-driven lending solutions. Wilkinson also discusses the importance of data advantages and network effects for success, especially in a crowded market. Tune in for thought-provoking strategies and innovative concepts!

In this insightful discussion, Andrew Wilkinson, a seasoned entrepreneur with a $500 million portfolio across 40 companies, shares his expertise on hiring CEOs. He covers the critical first steps in the CEO hiring process and how to identify the right candidates. Wilkinson emphasizes the importance of thorough diligence and the role of in-person interviews. He also addresses the emotional challenges founders face when delegating responsibilities and the nuances of structuring fair compensation packages. A masterclass for anyone looking to elevate their business leadership!

Andrew Wilkinson, founder of Tiny, shares his journey from $20,000 to a staggering $260 million. He discusses the 'Profit First' approach to financial success and the importance of effective networking. Andrew unveils his unique 'Barnacle on the Whale Strategy' for scaling businesses without traditional marketing. He recounts thrilling experiences, like sending a private jet to a friend and crashing the Oscars afterparty. Their conversation dives into the value of simple business strategies and the power of genuine relationships in entrepreneurship.

Andrew Wilkinson, a serial entrepreneur who soared from a $6.50/hr barista to millionaire, shares his transformative journey. He delves into key turning points in his career, discussing the leap from self-employment to empowering others. Andrew highlights his first million-dollar profit and the lessons of financial education he learned along the way. He also reflects on the emotional complexities of wealth, the importance of delegation, and how investing strategies can shape one's path to financial freedom while emphasizing the value of personal happiness.

Andrew Wilkinson, co-founder of Tiny and a seasoned entrepreneur, shares his insights on building a business empire. He delves into his journey of acquiring 40 companies and the lessons learned from million-dollar mistakes. Wilkinson discusses the struggle between ambition and happiness, the importance of finding fulfillment beyond material success, and his transformative digital detox. He reflects on the nuances of leadership in a venture-driven world and emphasizes community impact over competition, offering a refreshing perspective on entrepreneurship.

Trey interviews Andrew Wilkinson, a self-made billionaire and co-founder of Tiny, known for acquiring and scaling tech companies. They discuss innovative strategies for navigating market disruptions and personal growth through self-care. Andrew reveals insights from his partnerships with investing icons like Bill Ackman and Howard Marks. The conversation also covers his unique perspectives on parenting and fostering a love for investing in children, as well as setting 'anti-goals' to prioritize personal well-being and success.

Join Andrew Wilkinson, co-founder of Tiny, a company that seeks to hold internet businesses forever. He delves into the art of finding trustworthy CEOs and shares his admiration for icons like Warren Buffet. Andrew discusses the importance of personal connections in business, lessons learned from failures, and the journey from running one company to managing multiple. He offers insights on acquiring clients in challenging sectors and emphasizes the need for networking across industries, all while maintaining a focus on family and personal growth.

Andrew Wilkinson, the founder of Tiny—a startup conglomerate overseeing 20 companies—shares invaluable insights on hiring CEOs. He discusses the delicate balance of delegating leadership and emphasizes the importance of understanding management strengths. The conversation dives into the hiring journey, detailing the evolution from general management to CEO roles. Wilkinson also sheds light on innovative compensation strategies, like phantom equity, and the significance of competitive pay to attract top talent.