Jeremy Giffon, former first employee and general partner at private equity firm Tiny, discusses esoteric opportunities in private markets, misaligned incentives, and coordination problems. The conversation also covers compensation advice, meeting heroes, and the value of having an audience. They explore cultural differences between Canada and the US, unconventional signs for finding alpha, and the importance of avoiding resentment in long-term partnerships.

Entrepreneur and advisor Jeremy Giffon joins Sam and Shaan to discuss business opportunities, from building products for audiences to venturing into regulated markets. They also touch on the importance of mentorship, the myth of holding companies, working hard vs winning while lazy, and the mindset of billionaires. The conversation delves into the success mindset, immediate responses, and the envy between Silicon Valley and hedge fund guys.

Entrepreneur Jeremy Giffon discusses turning $5M into $419M by acquiring cashflow businesses. Topics include spotting opportunities, negotiation strategies, best and worst deals, crushing cold emails, and acquiring innovative businesses for profit.

Special Situations in Private Markets expert, Jeremy Giffon, discusses unique investment opportunities, misaligned incentives, coordination issues, compensation advice, and meeting your heroes in this insightful replay episode.

Jeremy Giffon is the former general partner of Tiny, a holding company for cash-flowing businesses. Jeremy and I talk about Tiny and acquiring businesses, science and religion, the origins of culture, why you shouldn’t take advice, and what he’s working on next. — (00:31) Jeremy’s background (4:52) Starting MediaCore while in high school (7:24) How to get more high schoolers startup-like experience sooner (11:02) What is Tiny & how is it different (14:41) What’s enabled Tiny to be great (19:47) Growing popularity of acquisition entrepreneurship and holding companies (27:29) Qualities of great companies (32:03) Greatest lessons from Tiny’s founders, Andrew Wilkinson and Chris Sparling (38:21) Why advice is overrated (41:48) Why he left Tiny and what’s next (46:22) On the origins of Western culture (51:32) Science and religion (58:59) Pre- and post-fall (01:10:34) What he’s optimizing for in life (01:14:56) His take on enlightenment (01:17:31) His question for listeners (01:18:51) Whether there are “true desires” — Spencer’s Twitter: https://twitter.com/sp1ns1r Spencer’s blog: https://spencerkier.substack.com Jeremy’s Twitter: https://twitter.com/jeremygiffon