Most founders feel isolated after selling their company. Chris and David Sinkinson didn’t—because they had each other.
The brothers built and sold their startup, AppArmor, for $40 million. But unlike many founders who struggle with identity and purpose post-exit, they had a built-in support system: each other. With a 10-year age gap and complementary skills, ... Show More
Aug 2024
Sam Kroonenburg’s success is only possible because of his wife
Sam Kroonenburg built a company from his bedroom, with him and his brother Ryan both making about $500 million. But Sam, 40, is doing what he can to avoid the trappings of wealth. Further reading: Aussie who sold cloud start-up for $2b jumps on AI for ads Young Rich Lister says m ... Show More
55m 15s
Nov 2023
First Time Founders vs. Second Time Founders
Episode 65: Alex Lieberman (@businessbarista) chats with Dan Siroker (@dsiroker), a serial entrepreneur who is currently the co-founder and CEO of Rewind, a personalized AI that captures everything you’ve ever seen, said, or heard. Prior, he was the co-founder and CEO of Optimize ... Show More
25m 2s
Aug 2025
Why Franchises Are the Smart Investor’s Play 🏬 EP135
This week, we’re joined by Chris Wright and Alex Smereczniak, co-founders of FRANZY, to explore why franchises are one of the most overlooked paths to building wealth. From scaling 30+ laundromats to disrupting the franchise broker model with AI, they share how their platform is ... Show More
39m 43s
May 2024
#132 The Exit: Selling Shipt for $550 Million
Since the beginning of The Pitch, we’ve told one story: what it’s like to raise money for a startup. But what about the rest of the journey? On our new segment, The Exit, we talk to startup founders who’ve done the impossible, sold their startup for hundreds of millions. How does ... Show More
45m 29s
Oct 2018
220: Building Community as the Foundation for a Successful Content Business, With Carly Zakin & Danielle Weisberg of theSkimm
Carly Zakin and Danielle Weisberg started their business as good friends on a couch, with nothing but their laptops and a healthy dose of hustle. Today, their millennial women-focused media company theSkimm serves seven million daily subscribers, employs 70 people, and boasts mor ... Show More
36m 2s