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Jesse's Letter

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

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3 Years Sober :)
Jun 13, 2025

3 Years Sober :)

Obviously NYC
Jun 02, 2025

Obviously NYC

NYC Tech Is Eating The World
May 27, 2025

NYC Tech Is Eating The World

What Splice’s Deal Signals Next
Apr 29, 2025

What Splice’s Deal Signals Next

How VCs Evaluate AI Startups: The 3 E's Framework
Mar 19, 2025

How VCs Evaluate AI Startups: The 3 E's Framework

What Greece Taught Me
Feb 26, 2025

What Greece Taught Me

Flybridge's Latest Superpower – Dorothy Chang Joins the Team 🗽
Feb 21, 2025

Flybridge's Latest Superpower – Dorothy Chang Joins the Team 🗽

Jesse Middleton
Jesse Middleton
The 10X Human Theory
Jan 21, 2025

The 10X Human Theory

Reflecting on 2024: The Good, The Hard, and What’s Ahead
Dec 18, 2024

Reflecting on 2024: The Good, The Hard, and What’s Ahead

Napkin Math 📐
Nov 21, 2024

Napkin Math 📐

Is Smaller Better?
Sep 30, 2024

Is Smaller Better?

The AI Native Paradox 😈
Sep 25, 2024

The AI Native Paradox 😈

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

Jesse's Letter

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

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