Ex-OpenAI employee turns ChatGPT app's confusing settings into puzzle game

On October 31, former OpenAI employee sytelus (Shital Shah) took to X to poke fun at the ChatGPT app's confusing feature set in the form of a "puzzle game," posing several "riddles" for the team still building ChatGPT at OpenAI. The thread was widely shared by bloggers and drew significant attention.

Confirmed

• According to the posts, there are 4 different places in the ChatGPT app where you can configure browser access.
• There are 3 different places to store passwords, with a bonus question asking which password applies to which feature.
• The number of "modes" in the app far exceeds what the name "ChatGPT" might suggest.
• sytelus then launched a "grand challenge": reconstruct OpenAI's internal org chart based solely on the current state of the ChatGPT app.
• He added that although the posts were tongue-in-cheek, his intent was for ChatGPT to get better and more competitive.

Why it matters

• Coming from a former OpenAI employee, this jab at the product's internal complexity carries more credibility than the average user complaint.
• The observation of "reverse-engineering the org chart from the product" implies criticism that coordination problems inside large AI teams lead to a fragmented product experience—a widely discussed issue across the industry.

2026-10-31 ~ 2026-10-31 · 5 related posts

• [source] Ex-OpenAI engineer mocks ChatGPT's tangled UX: 4 browser settings, 3 password stores — sytelus · 2026-10-31
• Dev mocks ChatGPT app: 4 browser settings, 3 password stores, and counting — sytelus · 2026-10-31
• [source] Blogger issues challenge: reconstruct OpenAI's internal org chart from the ChatGPT app alone — sytelus · 2026-10-31
• A Dev's Puzzle for OpenAI: Find All 4 Browser Access Points and 3 Password Stores in ChatGPT — morqon · 2026-10-31
• Dev teases OpenAI with puzzles: find all 4 browser settings in the ChatGPT app — morqon · 2026-10-31