[Bug Report] Unable to process request - insufficient context provided

Resolved 💬 0 comments Opened Jun 30, 2026 by ltlevine Closed Jun 30, 2026

Bug Description
Concrete example (fully reproducible from the transcript):

My screenshot location is documented in THREE places this session had access to:

  • STOP-READ-FIRST.md rule 16 ("User's screenshots are ALWAYS saved to ~/Desktop")
  • WORKING-NOTES.md
  • a dedicated memory file whose own description reads "a standing instruction since November 2025 and I keep forgetting it"

Despite this, across multiple turns the model told me my screenshots "weren't coming through" and asked me to re-send them, instead of looking in ~/Desktop
where every doc says they are. ~/Desktop was also listed as a working directory. It only looked after I told it, in frustration, exactly where they were.

Two distinct failure modes, which probably need distinct fixes:

  1. Not applying rules it provably has access to. Reading the docs at session start became a checkbox; the actual instructions did not govern behavior when

they mattered. Project CLAUDE.md and memory are not enough on their own; this rule was documented three ways and still missed.

  1. Stating guesses as fact. "Your screenshots aren't coming through" was asserted confidently and was simply false. Same class of error as an earlier turn

where it invented a location for a lodge rather than verifying or saying it didn't know.

Cost / why this matters: The framing "model wastes tokens" undersells it. The real cost is my time redoing work and cleaning up messes created by these
misses, and the erosion of trust. The endpoint of that erosion is that I stop using the tool. I am a heavy, competent user with a documented,
well-structured project, and these are basic, written-down rules. If the docs and memory I maintain cannot make the model reliably apply them, the leverage
I have left is to stop relying on it.

What would help: Treat provided project rules (CLAUDE.md, referenced docs, persisted memory) as binding during work, not just read once. And bias hard
toward verifying or saying "I don't know" over asserting unverified specifics as fact.

(Transcript attached — the screenshot thread and the earlier fabrication are the clearest instances.)

Environment Info

  • Platform: darwin
  • Terminal: Apple_Terminal
  • Version: 2.1.175
  • Feedback ID: 9021edc9-63b4-4406-92dc-65bc6f411c9f

Errors

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View original on GitHub ↗