Claude Code / AI Coding Tools

Fix Claude Code Cowork SSL certificate expired error on Windows — API calls fail before VM rootfs download

Resolve Claude Code SSL certificate expired error on Windows 11 Enterprise that blocks all API calls during Cowork mode Includes evidence for Claude Code troubleshooting demand.

Category
AI Coding Tools
Error signature
API Error: Unable to connect to API: SSL certificate has expired
Quick fix
Compare the failing environment with a known working setup, then change one configuration value at a time.
Updated

What this error means

API Error: Unable to connect to API: SSL certificate has expired is a Claude Code failure pattern reported for developers trying to resolve claude code ssl certificate expired error on windows 11 enterprise that blocks all api calls during cowork mode. Based on the imported evidence, treat this as a tool-specific troubleshooting page rather than a generic API error.

Why this happens

anthropics/claude-code#52112 — Claude Cowork fails with SSL certificate expired on Windows 11 Enterprise v1.3561.0. API calls fail before VM rootfs download completes. Specific error signature, high urgency for paid Claude Code users. Category mapping: Claude Code → AI Coding Tools (exact mapping).

Common causes

Quick fixes

  1. Confirm the exact error signature matches API Error: Unable to connect to API: SSL certificate has expired.
  2. Check the Claude Code account, local tool state, and provider configuration involved in the failing workflow.
  3. Compare the failing environment with a known working setup, then change one configuration value at a time.

Platform/tool-specific checks

Step-by-step troubleshooting

  1. Capture the exact error message and the command, editor action, or request that triggered it.
  2. Check whether the failure is account/auth, quota/rate, model/provider, local runtime, or deployment configuration.
  3. Review the source evidence below and compare it with your environment.
  4. Apply one change at a time and rerun the smallest failing action.
  5. Keep the working fix documented for the team or deployment environment.

How to prevent it

Sources checked

Evidence note: anthropics/claude-code#52112 — Claude Cowork fails with SSL certificate expired on Windows 11 Enterprise v1.3561.0. API calls fail before VM rootfs download completes. Specific error signature, high urgency for paid Claude Code users. Category mapping: Claude Code → AI Coding Tools (exact mapping).

FAQ

What should I check first?

Start with the exact API Error: Unable to connect to API: SSL certificate has expired text and the smallest action that reproduces it.

Can I ignore this error?

No. Treat it as a failed Claude Code workflow until the root cause is understood.

Is this guaranteed to have one fix?

No. The imported evidence supports the troubleshooting path above, but tool behavior can vary by account, plan, version, provider, and local configuration.

How do I know the fix worked?

Rerun the same command, editor action, or request. The fix is working when that action completes without API Error: Unable to connect to API: SSL certificate has expired.