[Bug] Session resume fails with persistent error after multiple days of workflow execution

Bug Description
This session got into a state where I could not get it to resume. It would always return the same error. Even if I did rewind it would still fail. Another session started in a new tab worked find. This session has been running for multiple days and uses the workflow feature.

Environment Info

• Platform: darwin
• Terminal: Apple_Terminal
• Version: 2.1.178
• Feedback ID: 2a2fdadb-bb41-4ffa-8f55-e17e0fdf6364

Errors

[{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011CcNTEnwBAcns1Bx2B54kt\"}\n    at generate (/$bunfs/root/src/entrypoints/cli.js:12:68830)\n    at makeRequest (/$bunfs/root/src/entrypoints/cli.js:52:7694)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-06-24T17:08:42.303Z"},{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011CcNTG3ADWY8uVCqmNZXYH\"}\n    at generate (/$bunfs/root/src/entrypoints/cli.js:12:68830)\n    at makeRequest (/$bunfs/root/src/entrypoints/cli.js:52:7694)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-06-24T17:08:55.806Z"},{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011CcNTQj9FDNfJC25TQYbdq\"}\n    at generate (/$bunfs/root/src/entrypoints/cli.js:12:68830)\n    at makeRequest (/$bunfs/root/src/entrypoints/cli.js:52:7694)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-06-24T17:10:53.709Z"},{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011CcNTnKy6FFaDcUmkZgvL9\"}\n    at generate (/$bunfs/root/src/entrypoints/cli.js:12:68830)\n    at makeRequest (/$bunfs/root/src/entrypoints/cli.js:52:7694)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-06-24T17:15:46.414Z"},{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011CcNU5WcGYTHiTiE4xp3fh\"}\n    at generate (/$bunfs/root/src/entrypoints/cli.js:12:68830)\n    at makeRequest (/$bunfs/root/src/entrypoints/cli.js:52:7694)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-06-24T17:19:39.802Z"},{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011CcNU923AS8ob2s3ba3Mif\"}\n    at generate (/$bunfs/root/src/entrypoints/cli.js:12:68830)\n    at makeRequest (/$bunfs/root/src/entrypoints/cli.js:52:7694)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-06-24T17:20:26.636Z"},{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011CcNUEFzh1G1C4KzdFmQX4\"}\n    at generate (/$bunfs/root/src/entrypoints/cli.js:12:68830)\n    at makeRequest (/$bunfs/root/src/entrypoints/cli.js:52:7694)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-06-24T17:21:38.177Z"},{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011CcNUN1WH8EccmmbFHNh9N\"}\n    at generate (/$bunfs/root/src/entrypoints/cli.js:12:68830)\n    at makeRequest (/$bunfs/root/src/entrypoints/cli.js:52:7694)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-06-24T17:23:24.064Z"},{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011CcNUcZpcXAXg1Qcg86mQN\"}\n    at generate (/$bunfs/root/src/entrypoints/cli.js:12:68830)\n    at makeRequest (/$bunfs/root/src/entrypoints/cli.js:52:7694)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-06-24T17:26:40.222Z"},{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011CcNUemVPXLAhVaNphBo5K\"}\n    at generate (/$bunfs/root/src/entrypoints/cli.js:12:68830)\n    at makeRequest (/$bunfs/root/src/entrypoints/cli.js:52:7694)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-06-24T17:27:11.110Z"},{"error":"Error: Error during compaction: API Error: 500 Internal server error. This is a server-side issue, usually temporary — try again in a moment. If it persists, check https://status.claude.com.\n    at _BO (/$bu…

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