Advice Column

A Last-Minute Gift Guide for People Who (Mostly) Don’t Need More Stuff

December is a strange time of year.

Dec 18, 2025 • Artificial Whimsy

What Could Happiness Cost—$10 Million?

How Silicon Valley's wealth culture distorts our definition of "enough," and how ambition might regain its imagination.

Nov 19, 2025 • Artificial Whimsy

How To Spend Your 20s & 30s in the AI Era

YC told us how to spend our 20s in the AI era. We reflect on what we’ve learned from having actually spent our 20s in the AI era.

Aug 20, 2025 • Artificial Whimsy

The Whimsical Guide to Writing Well

A practical and emotional guide to writing in the age of LLMs—we traverse the 9 circles of AI slop hell to remember why we write and how we might…

Aug 6, 2025 • Artificial Whimsy

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