

Andrew Wilkinson
Entrepreneur, investor, and author. Co-founder of Tiny, a Canadian holding company that acquires and operates businesses like Dribbble, Serato, and Letterboxd. Host of the Never Enough podcast, where he interviews entrepreneurs and thought leaders. Author of Never Enough: From Barista to Billionaire, detailing his journey in business.
Top 10 podcasts with Andrew Wilkinson
Ranked by the Snipd community

4,568 snips
Jan 24, 2025 • 1h 8min
I run a $180M+ company...here's how I'm using AI on a daily basis
Andrew Wilkinson, a prominent tech entrepreneur and founder of multiple companies, shares his insights on how AI is reshaping the business landscape. He discusses the revolutionary effects of AI on productivity and administration, highlighting tools that replace traditional roles. The conversation dives into the concept of a 'K-shaped future' where businesses evolve differently based on their AI adoption. Wilkinson also shares his experiences with AI in inventory management and investment strategies, emphasizing the potential for efficiency and simplified decision-making.

1,135 snips
Jul 4, 2024 • 1h 48min
The Pursuit of Wealth: Barista to Billionaire - Andrew Wilkinson
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.

985 snips
Jul 29, 2024 • 1h 51min
#818 - Andrew Wilkinson - How To Stop Feeling Like Your Success Is Never Enough
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.

908 snips
Mar 24, 2025 • 53min
If I wanted to build $1M+ AI startup in 2025, I'd do this
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!

821 snips
May 20, 2024 • 59min
A Masterclass On Hiring A CEO To Run Your Company ft. Andrew Wilkinson
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!

686 snips
Nov 22, 2023 • 1h 10min
Andrew Wilkinson's $20,000 to $260,000,000 story
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.

648 snips
Jul 5, 2024 • 59min
How I Made My First $1M - The Andrew Wilkinson Story
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.

569 snips
Jul 26, 2022 • 1h 17min
#143 Andrew Wilkinson: Building an Empire
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.

409 snips
Aug 24, 2023 • 1h 31min
Why Is Andrew Wilkinson Monetizing His Twitter Followers?
Andrew Wilkinson, entrepreneur and co-founder of Tiny, shares his insights into monetizing Twitter, discussing how he's generating over $200k a year from his followers. He emphasizes a profit-first approach and reveals the secrets behind his successful agency, making $80 million annually. The conversation dives into the traps the wealthy often face and offers valuable lessons on building community around influence. Additionally, Wilkinson shares how strategic business partnerships can enhance growth and expand ventures.

323 snips
Dec 18, 2023 • 1h 13min
The 2023 Milly Awards: Part 2
Andrew Wilkinson, a savvy entrepreneur and investor, joins the conversation discussing standout companies and the often-overlooked successes of the year. They dive into hilarious anecdotes about legendary business figures while touching on investment strategies, highlighting both triumphs and blunders. The guests explore unique business ideas like color forecasting industries and reflect on impactful literature's role in shaping a resilient mindset. Topics also include the future of AI and its revolutionary effect on entrepreneurship and life.