[Bug] Context limit error at 15% usage with 51% free space available

Bug Description
I am getting "Context limit reached · /compact or /clear to continue" with just 30.1k tokens (15.1%) used in a brand new conversation and 103k (51.4%) free.

Environment Info

• Platform: darwin
• Terminal: Apple_Terminal
• Version: 2.1.42
• Feedback ID: d42bce14-f9ee-443d-bc1e-b478614f5d09

Errors

[{"error":"Error: NON-FATAL: Lock acquisition failed for /Users/ryanmish/.local/share/claude/versions/2.1.42 (expected in multi-process scenarios)\n    at ZwR (/$bunfs/root/claude:3483:2098)\n    at ESA (/$bunfs/root/claude:3483:1209)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-02-16T19:51:25.079Z"},{"error":"Error: Conversation too long. Press esc twice to go up a few messages and try again.\n    at bET (/$bunfs/root/claude:3159:939)\n    at async QyB (/$bunfs/root/claude:3244:2545)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-02-16T19:56:04.937Z"},{"error":"Error: Conversation too long. Press esc twice to go up a few messages and try again.\n    at bET (/$bunfs/root/claude:3159:939)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-02-16T19:56:04.974Z"},{"error":"Error: Conversation too long. Press esc twice to go up a few messages and try again.\n    at bET (/$bunfs/root/claude:3159:939)\n    at async QyB (/$bunfs/root/claude:3244:2545)\n    at processTicksAndRejections (native:7:39)","timestamp":"2026-02-16T19:59:05.629Z"}]