[Bug] Session enters broken state causing 500 internal server errors on subsequent prompts

Bug Description
something about this session broke and every follow on prompt results in a 500 internal server error.

Environment Info

• Platform: darwin
• Terminal: vscode
• Version: 2.1.197
• Feedback ID: 6417ce25-dada-4cab-b798-449440880cd2

Errors

[{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011Ccbydro2Q1HUncjceCRzE\"}\n    at generate (/$bunfs/root/src/entrypoints/cli.js:12:71100)\n    at makeRequest (/$bunfs/root/src/entrypoints/cli.js:52:7688)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-07-01T20:35:05.653Z"},{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011CcbytswQRfeQYJM1ixb6i\"}\n    at generate (/$bunfs/root/src/entrypoints/cli.js:12:71100)\n    at makeRequest (/$bunfs/root/src/entrypoints/cli.js:52:7688)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-07-01T20:38:25.733Z"},{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011Ccbz1tb3WPfrPNcUU5srJ\"}\n    at generate (/$bunfs/root/src/entrypoints/cli.js:12:71100)\n    at makeRequest (/$bunfs/root/src/entrypoints/cli.js:52:7688)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-07-01T20:40:02.631Z"},{"error":"Error: 500 {\"type\":\"error\",\"error\":{\"type\":\"api_error\",\"message\":\"Internal server error\"},\"request_id\":\"req_011Ccbz3swQKLc25o9Gbaiqo\"}\n    at generate (/$bunfs/root/src/entrypoints/cli.js:12:71100)\n    at makeRequest (/$bunfs/root/src/entrypoints/cli.js:52:7688)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-07-01T20:40:29.534Z"}]