Digital Native

26 Predictions for 2026

From ChatGPT Launching Ads, to Anthropic IPO'ing, to the Year of Generative Media

Dec 11 • Rex Woodbury

Grading Our 2025 Predictions 💯

No TikTok Ban (Right!), An AI-Generated Pixar Short (Wrong!)

Dec 3 • Rex Woodbury

November 2025

Going Bananas 🍌

How will Nano Banana Pro Impact Startups?

Nov 26 • Rex Woodbury

New York Is An Industry Town

Why New York Is the Natural Base for Applied AI

Nov 19 • Rex Woodbury

How the Best Products Remove Guilt

Gummy Vitamins and AI Product Design

Nov 6 • Rex Woodbury

October 2025

10 Charts That Capture How the World Is Changing

From Anthropic APIs to Pokémon Cards, AppLovin to AI CapEx

Oct 29 • Rex Woodbury

It's Still 1995

It Might Feel Like You're Late to the Party, But the Party Is Just Getting Started

Oct 22 • Rex Woodbury

Taylor Swift, Sora, and Slop vs. Substance

"Taste" Is the Last Scarce Resource

Oct 15 • Rex Woodbury

Speculation Nation

Kalshi, FAFOnomics, and the Financialization of Everything

Oct 1 • Rex Woodbury

September 2025

Daybreak: The Two-Year Update

Reflections on Sourcing, Picking, Winning, and Partnering

Sep 24 • Rex Woodbury

Lessons from Sci-Fi

Three Examples of Sci-Fi Predicting Startup Innovation

Sep 17 • Rex Woodbury

Make America Healthy Again

With Silicon Valley, Not RFK Jr.

Sep 10 • Rex Woodbury