[BUG] Session "arbitrarily" terminates.

Resolved 💬 3 comments Opened Jan 22, 2026 by diamondlawllc-arch Closed Feb 13, 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 use Claude for my legal practice. I have the same problem every session. I run into an image limit, or block limit, or it just stops and won't send my prompt, it just pauses, then resets my prompt back to the text box. It's very frustrating to have to catch Claude back up to what it was doing every couple hours. I purchased the 20x, but that didn't seem to make a difference. I'm now converting all PDF's to word, and have had no more image limit stops, but theres always another reason to terminate a session. Is this fixable? Is there a way I can at least monitor my proximity to cut off?

thank you.

What Should Happen?

I would like to be able to finish a single case within a session.

Error Messages/Logs

Steps to Reproduce

This is a length and file limit problem. Upload a lot of PDF or images. You won't get far. The research and legal discussions can go on for quite awhile.

Claude is amazing at this. I just can't keep one session through to the end.

Claude Model

Opus

Is this a regression?

Yes, this worked in a previous version

Last Working Version

_No response_

Claude Code Version

Claude Opus 4.5, the model string is claude-opus-4-5-20251101. through claude.ai's web interface.

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

Windows Terminal

Additional Information

_No response_

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