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 decide d 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...