Bug: Oversized image permanently breaks conversation with no recovery

Resolved 💬 3 comments Opened Feb 27, 2026 by elikagan Closed Mar 2, 2026

Preflight Checklist

  • [x] I have searched existing issues and this hasn't been reported yet
  • [x] This is a single bug report (please file separate reports for different bugs)
  • [x] I am using the latest version of Claude Code

What's Wrong?

I uploaded a mobile screenshot to a conversation. The system flagged it as exceeding the 2000px dimension limit for multi-image requests. From that point on, every single message I sent returned the same error — the conversation was completely unusable.

There's no way to delete the image or the message containing it, so the entire conversation is permanently bricked. I lost all context from a long, complex session I'd been building up.

Two things need to be fixed:

Let users delete individual messages/images from a conversation so a single bad upload doesn't destroy an entire session.
Handle the error gracefully — skip or resize the problematic image on subsequent turns instead of failing the entire conversation forever.

What Should Happen?

fix this please

Error Messages/Logs

Steps to Reproduce

An image in the conversation exceeds the dimension limit for many-image requests (2000px). Start a new session with fewer images.

Uploaded image
image.png

An image in the conversation exceeds the dimension limit for many-image requests (2000px). Start a new session with fewer images.

what do you mean "start a new session?"

An image in the conversation exceeds the dimension limit for many-image requests (2000px). Start a new session with fewer images.

Uploaded image
image.png

An image in the conversation exceeds the dimension limit for many-image requests (2000px). Start a new session with fewer images.

Claude Model

None

Is this a regression?

Yes, this worked in a previous version

Last Working Version

_No response_

Claude Code Version

Claude 1.1.4173 (12766c) 2026-02-24T15:04:14.000Z

Platform

Anthropic API

Operating System

macOS

Terminal/Shell

Other

Additional Information

<img width="796" height="676" alt="Image" src="https://github.com/user-attachments/assets/a183355a-0eb4-4748-a529-ef01aa7dc124" />

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