[Bug] Resume with plan fails when plan mode not engaged first in session

Bug Description
Resume with plan created in plan mode only works when you engage plan mode first

Environment Info

• Platform: darwin
• Terminal: Apple_Terminal
• Version: 2.1.25
• Feedback ID: f61d9982-2d6c-4595-802d-aa035eb3a766

Errors

[{"error":"Error: ENOENT: no such file or directory, scandir '/Library/Application Support/ClaudeCode/.claude/skills'\n    at readdirSync (unknown)\n    at <anonymous> (/$bunfs/root/claude:12:2063)\n    at iW (/$bunfs/root/claude:11:35715)\n    at readdirSync (/$bunfs/root/claude:12:2024)\n    at wQR (/$bunfs/root/claude:1783:380)\n    at wQR (/$bunfs/root/claude:1783:1350)\n    at <anonymous> (/$bunfs/root/claude:1783:4670)\n    at <anonymous> (/$bunfs/root/claude:1783:5401)\n    at A (/$bunfs/root/claude:11:7259)\n    at Ay8 (/$bunfs/root/claude:4793:4342)","timestamp":"2026-02-02T04:19:42.024Z"},{"error":"Error: ENOENT: no such file or directory, scandir '/Users/sjones/.claude/skills'\n    at readdirSync (unknown)\n    at <anonymous> (/$bunfs/root/claude:12:2063)\n    at iW (/$bunfs/root/claude:11:35715)\n    at readdirSync (/$bunfs/root/claude:12:2024)\n    at wQR (/$bunfs/root/claude:1783:380)\n    at wQR (/$bunfs/root/claude:1783:1350)\n    at <anonymous> (/$bunfs/root/claude:1783:4713)\n    at <anonymous> (/$bunfs/root/claude:1783:5401)\n    at A (/$bunfs/root/claude:11:7259)\n    at Ay8 (/$bunfs/root/claude:4793:4342)","timestamp":"2026-02-02T04:19:42.024Z"},{"error":"AbortError: The operation was aborted.\n    at unknown\n    at abortChildProcess (node:child_process:935:42)\n    at onAbortListener2 (node:child_process:35:24)\n    at abort (unknown)\n    at <anonymous> (/$bunfs/root/claude:3000:209)","timestamp":"2026-02-02T04:19:45.239Z"},{"error":"RipgrepTimeoutError: Ripgrep search timed out after 20 seconds. The search may have matched files but did not complete in time. Try searching a more specific path or pattern.\n    at D (/$bunfs/root/claude:74:189)\n    at <anonymous> (/$bunfs/root/claude:74:403)\n    at exitHandler (node:child_process:109:27)\n    at errorHandler (node:child_process:118:16)\n    at emitError (node:events:43:23)\n    at abortChildProcess (node:child_process:935:17)\n    at onAbortListener2 (node:child_process:35:24)\n    at abort (unknown)\n    at <anonymous> (/$bunfs/root/claude:3000:209)","timestamp":"2026-02-02T04:19:45.239Z"},{"error":"Error\n    at <anonymous> (/$bunfs/root/claude:29:8379)\n    at <anonymous> (/$bunfs/root/claude:47:10259)\n    at emitError (node:events:43:23)\n    at <anonymous> (/$bunfs/root/claude:46:1149)\n    at emitError (node:events:43:23)\n    at <anonymous> (node:_http_client:248:22)\n    at processTicksAndRejections (native:7:39)\n    at request (/$bunfs/root/claude:49:2149)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-02-02T04:20:15.802Z"},{"error":"Error\n    at <anonymous> (/$bunfs/root/claude:29:8379)\n    at <anonymous> (/$bunfs/root/claude:47:10259)\n    at emitError (node:events:43:23)\n    at <anonymous> (/$bunfs/root/claude:46:1149)\n    at emitError (node:events:43:23)\n    at <anonymous> (node:_http_client:248:22)\n    at processTicksAndRejections (native:7:39)\n    at request (/$bunfs/root/claude:49:2149)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-02-02T04:20:40.844Z"},{"error":"Error\n    at <anonymous> (/$bunfs/root/claude:29:8379)\n    at <anonymous> (/$bunfs/root/claude:47:10259)\n    at emitError (node:events:43:23)\n    at <anonymous> (/$bunfs/root/claude:46:1149)\n    at emitError (node:events:43:23)\n    at <anonymous> (node:_http_client:248:22)\n    at processTicksAndRejections (native:7:39)\n    at request (/$bunfs/root/claude:49:2149)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-02-02T04:21:10.446Z"},{"error":"Error\n    at <anonymous> (/$bunfs/root/claude:29:8379)\n    at <anonymous> (/$bunfs/root/claude:47:10259)\n    at emitError (node:events:43:23)\n    at <anonymous> (/$bunfs/root/claude:46:1149)\n    at emitError (node:events:43:23)\n    at <anonymous> (node:_http_client:248:22)\n    at processTicksAndRejections (native:7:39)\n    at request (/$bunfs/root/claude:49:2149)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-02-02T04:24:31.130Z"}]