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📶 AI long tails
LockSimple

Sep 26, 2025

•

10 min read

📶 AI long tails

Layers of AI adoption, some fund data from Carta, the most valuable private companies, and some thoughts about rejecting compression

📶 the future org chart
LockSimple

Sep 25, 2025

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6 min read

📶 the future org chart

Away with the traditional pyramid structure, the late innings of institutional compounding, VC fund performance cheat sheet, and some data on a16z returns

📶 negative gross margins, supernovas, and the end of pricing power
LockSimple

Sep 24, 2025

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8 min read

📶 negative gross margins, supernovas, and the end of pricing power

Questioning the logic around negative margins for supernova AI companies, lessons from investing in challenger banks, and which types are agents are getting the most utility

📶 the vertical AI playbook
LockSimple

Sep 23, 2025

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12 min read

📶 the vertical AI playbook

How we got here, some differences between selling AI and selling software, and five steps to winning in vertical AI

📶 agent managers and the new middle management
LockSimple

Sep 22, 2025

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9 min read

📶 agent managers and the new middle management

The rise of the agent manager, some stats from the launch of Outlaw, why we're terrified of one-way doors, and is an MBA worth anything anymore?

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