Artificial Whimsy

Artificial Whimsy

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Dear Diary

Good Grief
Lessons on loss from a play about memory and a real goodbye
Jan 15 • Artificial Whimsy
2026 currents and countercurrents
What will you swim towards in the new year?
Dec 31, 2025 • Artificial Whimsy
The little voice of your desire
Lessons from literature & life on how to listen for it in the noise of external pressures. What do you really want?
Dec 3, 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
An elegy for now
AI distorts our conception of time & space. Everything is totalized yet summarized, immediately available yet degrees removed. Look up, look around—the…
Jul 23, 2025 • Artificial Whimsy
Art, artifice, and the artificial
Can AI make something truly beautiful? The bar for makers is higher now. To risk not making a Mission Impossible 7 Pt. 2, but to risk being disliked. To…
Jul 9, 2025 • Artificial Whimsy
Memorial Day 2025
Some long weekend thoughts...belonging is older than language. As our tools get smarter and teams smaller, the question isn’t what we can build…
Jun 4, 2025 • Artificial Whimsy
Not Ideas About the Thing But the Thing Itself
Preamble: Love has always been shaped by risk, friction, and loss. As AI learns to mirror us more perfectly, the greatest loss may not be truth or…
Apr 30, 2025 • Artificial Whimsy
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