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Jesse's Letter

A tiny place to share things I find fascinating in startups, tech, and NYC.

Written by

Jesse Middleton

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Muse or Instinct?

Oct 5, 2026

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3 min read

Muse or Instinct?

Buying Intelligence: Why Companies Like Micro1 Are Just Getting Started

Jul 21, 2026

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3 min read

Buying Intelligence: Why Companies Like Micro1 Are Just Getting Started

Paying Twice for Intelligence: The Open Source Moment and Our Bet on Arcee

Jul 17, 2026

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3 min read

Paying Twice for Intelligence: The Open Source Moment and Our Bet on Arcee

10 Years @ Flybridge 🎊

Jun 15, 2026

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1 min read

10 Years @ Flybridge 🎊

Next Wave NYC x NY Tech Week. The Bodega Takeover!

Jun 1, 2026

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1 min read

Next Wave NYC x NY Tech Week. The Bodega Takeover!

The Brainrot Economy

Mar 12, 2026

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5 min read

The Brainrot Economy

2025 Year In Review

Jan 20, 2026

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8 min read

2025 Year In Review

Our new $100M fund

Sep 10, 2025

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3 min read

Our new $100M fund

What really happens at The Pitch

Sep 8, 2025

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4 min read

What really happens at The Pitch