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[BUG] Cowork completely unusable on Windows — recurring VM crashes, tab disappearing, and brief recovery followed by immediate failure (Max plan subscriber) #29848

Description

@On-Track-26

Preflight Checklist

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

What's Wrong?

Preflight Checklist

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

What's Wrong?
I am a Max plan subscriber ($200/month) and Cowork has been essentially unusable for me since I started using it. The errors occur immediately upon entering a prompt — no work is completed at all. I rarely get more than one or two conversations going before hitting a wall, and most of the time I can't even start a single conversation. I just get an error instantly.
The problem is getting worse, not better. After reinstalling Claude Desktop to try to fix the errors, the Cowork tab disappeared entirely from the UI — only the Chat tab remained. After further troubleshooting, Cowork briefly came back and answered one single question successfully, then immediately stopped working again with the same errors. This on-again-off-again pattern makes the feature completely unreliable for professional work.
I have reported this issue multiple times through the Claude interface with no resolution.
Errors Encountered
These are the errors I have received over the past two days. They appear immediately after submitting a prompt — Cowork does not perform any work before failing:
Error 1:
Something went wrong
sdk-daemon not connected
Error 2:
Something went wrong
Prompt is too long
(Note: My prompts are NOT too long. I am only getting 1–2 conversations in before this appears, and usually no conversation at all — just the error.)
Error 3:
Something went wrong
failed to write length: An established connection was aborted by the software in your host machine.
Error 4:
Something went wrong
RPC error -1: failed to ensure virtiofs mount: Plan9 mount failed: bad address
Error 5:
Something went wrong
sdk-daemon not connected
(Recurring — this one appears frequently.)
Error 6:
Something went wrong
Prompt is too long
(This appeared again after Cowork briefly recovered and answered one question — the very next prompt failed with this error despite being a normal-length prompt.)
Cowork Tab Disappearing
After experiencing the errors above, I did a complete reinstall of Claude Desktop (fresh download from claude.ai/download, cleared cache). After reinstalling, the Cowork tab was completely gone from the UI — only the Chat tab was visible.
This appears to be a known issue where VM errors cause the "yukonSilver" VM to be flagged as "unsupported," which triggers a cleanup that removes the VM bundle and hides the Cowork tab entirely. This creates a vicious cycle: errors → VM flagged unsupported → tab hidden → reinstall → same thing happens again.
The tab eventually reappeared, Cowork answered one single question, and then immediately failed again with "Prompt is too long."
Impact

Cowork is completely non-functional. I cannot complete any tasks.
This is not a one-time issue. These errors have been occurring consistently over multiple days.
The problem is escalating. It started with errors, progressed to the Cowork tab disappearing entirely, and now cycles between brief recovery and immediate failure.
Multiple error types suggest systemic instability, not a single isolated bug.
No workaround exists from my end — restarting the app, restarting my computer, clearing cache, and fully reinstalling have not resolved the issue.
Usage limits are being consumed on failed attempts, which is especially frustrating on a paid Max plan.
I cannot use Cowork for my professional work (safety consulting document analysis, report generation) which is the reason I subscribed to Max.

Steps to Reproduce
Initial errors:

Open Claude Desktop (latest version)
Switch to Cowork mode
Enter any prompt
Error appears immediately — no work is performed

Tab disappearing:

Experience the errors above repeatedly
Fully quit Claude Desktop (from system tray)
Reinstall Claude Desktop (fresh download from claude.ai/download)
Clear Claude cache
Reopen Claude Desktop
Cowork tab is completely missing from the UI

Brief recovery then immediate failure:

After further troubleshooting, Cowork tab reappears
Submit a prompt — it works for one question
Submit a second prompt — immediately fails with "Prompt is too long" Actual Behavior
Cowork fails immediately with one of the errors listed above. No task execution occurs. The errors rotate between sdk-daemon disconnections, virtiofs mount failures, connection aborts, and false "prompt too long" messages.

What Should Happen?

Cowork should accept prompts and execute tasks reliably, especially for subscribers on the highest-tier plan.

Error Messages/Logs

These are the errors I have received over the past two days. They appear immediately after submitting a prompt — Cowork does not perform any work before failing:
Error 1:
Something went wrong
sdk-daemon not connected
Error 2:
Something went wrong
Prompt is too long
(Note: My prompts are NOT too long. I am only getting 1–2 conversations in before this appears, and usually no conversation at all — just the error.)
Error 3:
Something went wrong
failed to write length: An established connection was aborted by the software in your host machine.
Error 4:
Something went wrong
RPC error -1: failed to ensure virtiofs mount: Plan9 mount failed: bad address
Error 5:
Something went wrong
sdk-daemon not connected
(Recurring — this one appears frequently.)
Error 6:
Something went wrong
Prompt is too long
(This appeared again after Cowork briefly recovered and answered one question — the very next prompt failed with this error despite being a normal-length prompt.)

Steps to Reproduce

Initial errors:

Open Claude Desktop (latest version)
Switch to Cowork mode
Enter any prompt
Error appears immediately — no work is performed

Tab disappearing:

Experience the errors above repeatedly
Fully quit Claude Desktop (from system tray)
Reinstall Claude Desktop (fresh download from claude.ai/download)
Clear Claude cache
Reopen Claude Desktop
Cowork tab is completely missing from the UI

Brief recovery then immediate failure:

After further troubleshooting, Cowork tab reappears
Submit a prompt — it works for one question
Submit a second prompt — immediately fails with "Prompt is too long"

Claude Model

Not sure / Multiple models

Is this a regression?

I don't know

Last Working Version

No response

Claude Code Version

v1.1.4498 (24f768)

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

Windows Terminal

Additional Information

No response

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