Context Window

Intelligence, digested, every Sunday.

Feb 28, 2025

GPT-4.5 Wants to Be Your Friend

Plus: The one-person content agency

Oct 27, 2024

The Psychology of Good Investing and Managing Up

Plus: A four-step framework for pivoting your startup

Feb 16, 2025

AI’s Next Wave Is Upon Us

Plus: Every Consulting is open for business

Sep 1, 2024

Gritty Startups and AI’s Billion-dollar Bets

Plus: How to build a viral brand with AI

Mar 8, 2025

Vibe Check: Claude 3.7 Sonnet and Claude Code

All about the newest tools from Anthropic

Mar 30, 2025

GPT-4o and the Art of AI Adoption

Plus: The anatomy of a viral tweet-creating prompt

Dec 15, 2024

How to Win at AI and Influence People

Plus: Introducing ‘TLDR’

Mar 7, 2025

We Gave GPT-4.5 a Myers-Briggs Test. It’s an Extrovert.

OpenAI’s new model rewards getting to know it. Plus: AI companies are increasingly picking lanes for their models to specialize in.

Feb 2, 2025

The Fallout From DeepSeek

Plus: The case for selfish software

Feb 9, 2025

Please Jailbreak Our AI

Plus: OpenAI and Google go ‘deep’

Dec 8, 2024

Curb Your AI Enthusiasm

Plus: This week’s big launch

Mar 23, 2025

The Steering Wheel for AI

Plus: The slippery slope of vibe coding tools, and exploring machine creativity

Dec 1, 2024

Taking the Entrepreneurial Leap

Plus: Why specialized AI beats the hype

Sep 22, 2024

An AI Research Assistant and Reality Shift

Plus: Paeans to living an authentic and simple life

Oct 6, 2024

OpenAI’s New Developments and the Ultimate Life Hack

Plus: How one writer uses AI to maximize meaning

Nov 3, 2024

Going Against the Startup Grain

Plus: How one VC firm makes smarter investments with AI

Sep 15, 2024

AI Buttons and Breakthroughs

Plus: Waymo got way better

Sep 8, 2024

The Vibes Have Come for Search

Plus: How to use AI to become a better writer