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This conversation with Jackson could have been a long walk or a dinner convo, because that’s what it felt like. Less about work, and more of a review of some things we’ve been thinking about lately.
Thread w/some of my favorite snippets:

28.7.2025
I talked to @_TamaraWinter about tacit knowledge and the illegible social scaffolding that supports so much of society.
Tammy is essentially a professional tastemaker: she and the @stripepress team choose which ideas are worthy of Stripe's global audience in the form of a few books a year.
She's also a deeply relational and charismatic person who moves through the world with a fundamental interest in other people.
Highlights:
- the 2 keys to taste: absorption and deployment
- charisma, living relationally, and a "seamless web of deserved trust"
- why small talk leads to big talk
- how small social affordances hold up safe cities
- cultural arson: the antisocial dark side of "you can just do things"
- the healthy kind of agency: an internal locus of control
- three women of history Tammy hopes to rhyme with
- why Charlie Munger cared more to talk about standards than compounding
- why you should read more biographies
Available on all platforms below, and transcript.

On “taste”: I think this conversation is played out, but one distinction worth preserving is that there’s a difference between having great taste (whatever that means!) and being able to deploy it.

On my favorite chapter in any Stripe Press book: You and Your Research is one of those excellent antidotes to the pervasive, annoying cultural scripts that tell young people they should be less ambitious, & more concerned with the various “systems” that conspire against them.


Re: social trust, I’m perhaps more sensitive than I should be to antisocial behavior in public. I think this has to do with spending a meaningful amount of time in both very high and very low-trust environments.


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