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Stack Trace

Jack Arenas

Perspectives from a builder turned backer.

Platform
Substack
PricingOnly free issuesPublishesWeekly
Issues26Foundeda year agoLast Issuea month ago
Active

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jackarenas.substack.com
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Latest Issues

The Buy Window

Edwaert Collier, Vanitas Still Life, ca. 1662. A reminder that the Buy Window has always been narrower than it looked.

The full spectrum of software is suddenly economic to attempt, but not all of it will be economic to own. That gap is pr...

a month ago

The Hidden Cost of Kingmaking

The Battle of La Roche-Derrien, 1347. The largest army ever assembled by Charles of Blois and he still lost.

Nobody talks about the companies that kingmaking kills.

If you’re a former employee, you have stock that’s either worthless or ti...

2 months ago
4

Don't Go Full NPC

In December 2017, DeepMind’s AlphaZero played a 100-game match against Stockfish, the strongest traditional chess engine ever built. AlphaZero won 28 games, drew 72, and lost zero. Stockfish evaluated 70 million positions per second through...

2 months ago
1

The Stoic Founder

Albrecht Dürer, "Rhinoceros," 1515. He never saw one but was remarkably close anyway.

I just finished Spinoza’s Ethics. To be honest, it’s not a fun read. It’s a few hundred pages of geometric proofs like something out of Gödel, Escher, Ba...

3 months ago
7
1

Not Every Company Is Built for the Big Leagues

Pieter Bruegel the Elder, The Tower of Babel (c. 1563)

Every founder starts with the same belief: build something massive, change the world, and maybe create generational wealth along the way.

I know I did.

That ambition is healthy, and...

4 months ago
2
1

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