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Boing Boing

A coder fed 20 years of his messages to AI to audit his friendships

Ellsworth Toohey
May 28, 2026
∙ Paid

Image: Chatty G

Software engineer Vadim Drobinin used GDPR data-access laws to download his entire chat history — ICQ and IRC logs from the 2000s, VK, Twitter, and Facebook from the 2010s, Instagram and Telegram after that — then ran the roughly 1.2 million messages through large language models to build a “personal CRM” that judges his relationships fro…

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