Anti-sycophancy tool Glass asks 15 questions instead of agreeing with your plans

TRP347 · reddit · 2026-11-04

A developer argues ChatGPT is "the most agreeable advisor ever": it validates you exactly where you'd normally hesitate, and "challenge me" prompts drift back to agreeing after a few turns.

So he built Glass: you bring something you're about to do (messy is fine), and it asks up to 15 questions one at a time (15 minutes) — no advice, no agreement. At the end you get a map of what you actually said (the demo shows a Mac mini vs building a PC deliberation broken into core desires, origins, open questions, and unresolved points).

Free early test; the developer is upfront that inputs are stored and read for improvement, and is soliciting the harshest feedback possible.

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