I've had a great time reading founder/investor letters from Stripe [1] and Amazon [2] so far. Really interesting insights about a certain domains, articulated clearly and in a succinct fashion.

Gumroad's public board meetings [3] offer a similar kind of look behind the scenes.

What founder/investor letters or similar media (like in-depth podcasts) would you recommend to read to get deeper insight into strategic thinking or industry insight of people who are on top of their game?

[1] https://stripe.com/en-li/annual-updates/2023 [2] https://hooda.medium.com/every-jeff-bezos-letter-to-shareholders-since-1997-b3cb57914cab [3] https://www.youtube.com/watch?v=qUYSTvJnIXA