Resume State Selection Inconsistency in Checkpoint Restoration

Bug Description
--resume will give me as a first option a less updated state ... often the second one is correct.. kinda scary tbh

Environment Info

• Platform: macos
• Terminal: vscode
• Version: 1.0.6
• Feedback ID: 8981c68b-0d50-4f6b-8fd4-0489bced385b

Errors

[{"error":"Error: Command failed: security find-generic-password -a $USER -w -s \"Claude Code\"\nsecurity: SecKeychainSearchCopyNext: The specified item could not be found in the keychain.\n\n    at genericNodeError (node:internal/errors:984:15)\n    at wrappedFn (node:internal/errors:538:14)\n    at checkExecSyncError (node:child_process:891:11)\n    at execSync (node:child_process:963:15)\n    at tG (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:644:3921)\n    at file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:572:6758\n    at Q (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:532:16886)\n    at oR1 (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:572:5777)\n    at GG (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:572:5406)\n    at PU2 (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:1976:21167)","timestamp":"2025-05-30T07:58:50.003Z"},{"error":"Error: No logs found at /Users/euge/Library/Caches/claude-cli-nodejs/-Users-euge-Documents-GitHub-paper1/messages\n    at nE4 (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:573:3719)\n    at l31 (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:573:3468)\n    at Me1.<anonymous> (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:2271:1783)\n    at async Me1.parseAsync (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:523:4184)\n    at async oI5 (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:2274:5972)\n    at async sI5 (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:2270:17803)","timestamp":"2025-05-30T07:58:50.133Z"},{"error":"Error: Language not supported while highlighting code, falling back to markdown: \n    at GK (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:1851:7815)\n    at file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:1851:7551\n    at Array.map (<anonymous>)\n    at Cd (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:1851:7542)\n    at CV2 (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:1851:11843)\n    at nw (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:148:19798)\n    at kO (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:150:42555)\n    at jO (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:150:38104)\n    at R$ (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:150:38032)\n    at XE (file:///Users/euge/node_modules/@anthropic-ai/claude-code/cli.js:150:37886)","timestamp":"2025-05-30T07:58:58.338Z"}]