Andrew Wilkinson (@awilkinson), Co-Founder of Tiny, joins Sam Parr (@theSamParr) and Shaan Puri (@ShaanVP) to talk about how he found joy through a four-week dopamine fast, why it can be better to make safer “cruise ship investments” rather than startup investments, how Andrew’s last appearance led him to start a D2C maternal healthy company, and much more.
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Jul 2022
Andrew Wilkinson: Tiny Holdings
My guest is businessman and investor Andrew Wilkinson, who has made a career out of channeling his entrepreneurial spirit, but he knows that sometimes that energy can be a double-edged sword.
We discuss the lessons learned acquiring 40 companies, why he struggled to find happin ... Show More
1h 15m
Mar 2023
TIP540: Lessons in Life and Business from a Self-Made Billionaire w/ Andrew Wilkinson
Trey chats with billionaire entrepreneur and investor, Mr. Andrew Wilkinson. They discuss various topics, including self-care and parenting, as well as exciting deals he collaborated on with Bill Ackman and Howard Marks. Andrew is the co-founder of Tiny, which has been called the ... Show More
1h 2m
Jul 2025
I’ve run 75+ businesses. Here’s why you’re probably chasing the wrong idea. | Andrew Wilkinson (co‑founder of Tiny)
Andrew Wilkinson is the co‑founder of Tiny, a holding company that quietly owns more than three dozen profitable internet and consumer brands, including Dribbble and the AeroPress coffee maker. Starting as a teenage barista and web designer, he’s created a portfolio approaching $ ... Show More
1h 28m
Oct 2024
6 startup ideas from the tech Warren Buffett (make $120k/mo)
Join me as I chat with Andrew Wilkinson, Co-Founder of Tiny, as we explore innovative startup ideas, and his frameworks for finding and building startupsTimestamps
00:00 Intro
01:55 Startup Idea 1: Robot Lawn-mowing Service/Directory
17:54 Startup Idea 2: CPAP alternatives for Sl ... Show More
53m 45s
Jul 2024
How To Stop Feeling Like Your Success Is Never Enough - Andrew Wilkinson - #818
Andrew Wilkinson is an entrepreneur, co-founder of Tiny, and an investor. "I'll be happy when..." is the beginning of many people's mindsets about life and happiness. We assume that happiness sits on the other side of the next set of goals, even though right now we're on the othe ... Show More
1h 50m
Oct 2019
The Founder of Groupon's New Thing!
<p><span style="font-weight: 400;">Andrew Mason is the founder and former CEO of Groupon… who had a VERY public firing. Today, I'm talking to Andrew about what he learned getting fired from the company he helped create, how he dusted himself off to start a new business, and more. ... Show More
40m 9s
Oct 2021
#230 – Grit, Timing, and Building Businesses You Love with Andrew Gazdecki of MicroAcquire
Andrew Gazdeki (@agazdecki) has some contrarian viewpoints when it comes to the startup ecosystem today. I invited him here to find out about his beef with TechCrunch and how he is empowering founders with his own company, Microacquire. Follow Andrew on Twitter: https://twitter.c ... Show More
41m 58s
Sep 2018
20VC: The Mindset The Best Investors Assume When Assessing Opportunities, Why So Many Hardware Startups Fail Today & The Right Way To Think About Employee Retention with Andrew Farah, Founder & CEO @ Density
<p><a href="https://twitter.com/andrewfarah">Andrew Farah</a> is the Founder & CEO @ <a href= "https://www.density.io/">Density</a>, the startup that measures real-time occupancy of every room in your office. To date, they have raised over $16m in funding from some great friends ... Show More
29m 33s