Thrive’s Miles Grimshaw on Software’s Future, Impatient Patience, and New Adventures

Dialectic 56 + 21 Lessons from Thrive’s early-stage star

Miles Grimshaw has spent his life hunting change: from “adventure racing” to finding and working with the world’s most ambitious software companies. His favorite part: getting to go back down the mountain and begin again. Now, he faces an existential question: AI is making software creation nearly instant and free. All of the underlying assumptions for venture-backed software startups are in question. What moats will persist? Is software over? I talked to him about playing infinite games, seeing greatness up close, and endurance in finding the next hill to climb. Available on Spotify,…

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