Jesse's Letter

Jesse's Letter

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NYC Tech Is Eating The World

May 27, 2025

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6 min read

NYC Tech Is Eating The World

What Splice’s Deal Signals Next

Apr 29, 2025

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3 min read

What Splice’s Deal Signals Next

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

Mar 19, 2025

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4 min read

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

What Greece Taught Me

Feb 26, 2025

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4 min read

What Greece Taught Me

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

Feb 21, 2025

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3 min read

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

Jesse Middleton

The 10X Human Theory

Jan 21, 2025

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5 min read

The 10X Human Theory

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

Dec 18, 2024

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9 min read

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

Napkin Math 📐

Nov 21, 2024

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4 min read

Napkin Math 📐

Is Smaller Better?

Sep 30, 2024

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4 min read

Is Smaller Better?

The AI Native Paradox 😈

Sep 25, 2024

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4 min read

The AI Native Paradox 😈

The Rise of AI Agents 🦾

Sep 2, 2024

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4 min read

The Rise of AI Agents 🦾

An Extra Special Father's Day 🥳

Jun 16, 2024

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5 min read

An Extra Special Father's Day 🥳

Jesse's Letter

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

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