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Chat permanently bricked after image upload on Kimi models (works fine on Gemma) #863

Description

@jackula-spectacula

Summary

Uploading images to a chat while using a Kimi model causes the chat to become
permanently unresponsive and undeletable. The first image sometimes succeeds;
a second image (same message or follow-up) bricks the chat. The same images
upload successfully when the model is switched to Gemma. Reproduced on iOS,
web, and macOS desktop app. I have 6 bricked chats that are not responsive.

Environment

  • macOS desktop app: version 3.3.9
  • macOS: Tahoe 26.5.2
  • iPhone 13 (iOS app)
  • Web app via Brave browser
  • VPN: tested both enabled and disabled — no difference
  • Plan: Pro at time of first failures (was at 99% usage), upgraded to Max;
    failures persisted on Max
  • Models: FAILURES on Kimi K2 ("Powerful" preset, iOS) and Kimi 3 (attempts 2–6);
    SUCCESS on Gemma 4 (attempt 7)

Minimal Steps to Reproduce

  1. Open a new chat with a Kimi model selected.
  2. Upload one image ("Can you see this photo?") → works.
  3. Upload a second image (same message or follow-up).
  4. Chat becomes permanently unresponsive; cannot be deleted.

Control test: same 4 images, new chat, Gemma 4 selected → all uploaded and
processed successfully.

Expected Behavior

  • Images upload and process on any model advertised as supporting image
    analysis (your model guide lists kimi-k2.5 for image analysis), OR
  • If the selected model doesn't support images, the upload is blocked with a
    clear error and the chat remains usable.

Actual Behavior

After the triggering upload, the chat becomes completely non-interactive:

  • No response is ever generated
  • The last message/photo cannot be deleted to recover the chat
  • No error message is shown
  • There is no self-recovery path — the chat is permanently unusable

Full Reproduction History

# Platform Model Scenario Result
1 iPhone 13 Kimi K2 ("Powerful") Existing long chat, 4 HEIC photos Bricked
2 Web (Brave) Kimi 3 New chat w/ copied history, photos 1 at a time Bricked on 3rd photo
3 macOS app Kimi 3 New chat, 1 photo (worked), then 2 at once Bricked
4 macOS app Kimi 3 New chat, 1 photo (worked), then 1 more Bricked
5 macOS app Kimi 3 Photos converted to .jpeg, 1 worked Bricked on 2nd
6 macOS app Kimi 3 Renamed .jpeg → .jpg Bricked after 2nd photo
7 macOS app Gemma 4 Same 4 images, new chat ✅ All worked

What I've Ruled Out

  • File format: fails identically with HEIC, JPEG, .jpeg, .jpg
  • File size: all images under the documented 5MB limit
  • Platform: iOS, web, and macOS app all affected
  • Chat history length: occurs in new and long-standing chats
  • VPN: reproduced with VPN on and off
  • Plan/usage cap: persisted after upgrading from Pro (99% usage) to Max
  • The common factor in all failures is the Kimi model; Gemma works

Notes

Activity

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