Jackson Dahl is a venture capitalist and was on the founding team of esports company 100 Thieves. We talk about finding your compulsion, oscillating between interest areas, navigating accelerating technological change, the relationships between creators and audiences, building community online and in-person, and art and creativity.

—

(00:50) Identifying & getting the attention of world-class people: pursue deep relationships with people you admire (05:55) Operating vs. investing; exploring vs. exploiting (08:49) Are you running towards or away from something? (12:15) Criteria & considerations for what's next; the rubber must meet the road (16:02) What is the core meme he wants people to think of when they think of “Jackson” (22:36) Pulled in two directions; preserving optionality & finding your edge by combining interests (27:06) What does he want to be closest to #1 in the world at? (29:46) Change is accelerating & how to navigate it; maintaining openness (39:46) Curators and audiences; outsourcing thinking (50:49) Moving agency on the margins (53:28) Are parasocial relationships healthy? (01:03:20) How to optimally use the internet for friendships & extending those into the real, physical world; proximity is undervalued (01:10:33) Incentivizing the creation of more art; impact of AI on art (01:17:02) The beauty of film (01:21:49) Jackson’s final question for listeners

—

Jackson’s Twitter: https://twitter.com/jacksondahl

Jackson’s Newsletter: https://jdahl.substack.com/

Spencer’s Twitter: https://twitter.com/SP1NS1R

Spencer’s Blog: https://spencerkier.substack.com