Session gets stuck in a retry loop on a very slow upload connection (Claude Desktop, Windows)

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?

Repeated ECONNRESET retry loops on a slow-upload connection leave sessions stuck (Claude Desktop, Windows 11)

Version 2.1.293, entrypoint claude-desktop, Windows 11. I never see this error on a good connection. It only happens when I am on a network with very slow upload, about 0.3 Mbps, which I cannot change. There, sessions show Connection dropped (ECONNRESET) with “attempt N/10”, and often never recover: retries reach 10/10 and I have to abandon the session. Several sessions got stuck this way over several days, and I had to delete some of them.

From the logs of two surviving sessions (11 error episodes): it happens in small sessions too (transcripts of about 1.1 MB and 1.3 MB) as well as large ones (22 MB). Most episodes follow plain text messages. Attaching an image has also triggered it for me, but I cannot confirm that from the surviving logs. The link to upload speed is my own observation from using different networks, not something I have measured.

Expected: on a slow link, requests should either complete with a longer timeout, or fail with a clear message and a way to continue the session in a new one without losing context.

What Should Happen?

Claude should resume! Unfortunately it's stuck forever for the session!

Error Messages/Logs

Steps to Reproduce

cannot reproduce like this, it;s random

Claude Model

None

Is this a regression?

Yes, this worked in a previous version

Last Working Version

_No response_

Claude Code Version

2.1.293

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

Windows Terminal

Additional Information

_No response_