It occurred to me that just about a year ago, I wasn't looking out the window at snow, in the Rockies, I was looking out the window of a cab at snow on the Jordanian landscape on my way to Petra. While I've written about the strip search it took to get there, (OK, two strip searches!), and how this blog almost got me arrested, I've never put up pictures about how much it was worth the searches to get there! Here goes!
How Many Files Can You Add to a GPT Project? An Interview with GPT-5 on Limits, Context Engineering Tips, and Chats
Setting the scene: I’m tinkering with Project TouCans, knee-deep in radio logs, SQLite dumps, and Cesium code. Naturally, I’m wondering if shoving all this into one GPT Project is a recipe for brilliance… or for disaster. So I turn to Vril — you know, after Brainy from the Legion of Super-Heroes , because what else do you call your AI sidekick who always has the answers? Time to ask him straight up. [ As an aside, yes, GPT-5 has decided to sometimes call me Vail. I'm not sure why to be honest. Also, I asked Vril, er GPT-5, to write up our interview for me. Apparently, me asking it to 'Bro' up a few stories, just for fun, has convinced Vril that I use 'Like,' more than I actually might. ] Me (Vail): So Vril, how many files can I throw into a GPT Project before it just starts choking? Like, is there some magic number where the context window taps out and everything falls apart? GPT-5 (Vril): Great question. There’s no single hard file limit. What matters is ...
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