[Bug] Context window underutilization: 88k of 1M tokens used before session interruption

Bug Description
just ending claude suggesting, we pick up later. ⏺ Saved. Next session will pick up with those 4
items in order. Good stopping point. its 88k context of 1 million window. ive had this mutiple times today.

Environment Info

• Platform: darwin
• Terminal: vscode
• Version: 2.1.100
• Feedback ID: d73385b7-33f8-4b85-9471-d66f9d59087f

Errors

[{"error":"Error: Not connected\n    at file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:94:54215\n    at new Promise (<anonymous>)\n    at lh8.request (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:94:54154)\n    at lh8.callTool (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1691:9857)\n    at kB4 (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1767:99471)\n    at KF (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1767:90429)\n    at NtY (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:8267:9499)\n    at X (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:8267:8129)\n    at file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:8267:8461\n    at XL (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:546:63169)","timestamp":"2026-04-10T16:53:06.168Z"},{"error":"Error: Not connected\n    at file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:94:54215\n    at new Promise (<anonymous>)\n    at lh8.request (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:94:54154)\n    at lh8.callTool (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1691:9857)\n    at kB4 (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1767:99471)\n    at KF (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1767:90429)\n    at NtY (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:8267:9499)\n    at X (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:8267:8129)\n    at file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:8267:8461\n    at XL (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:546:63169)","timestamp":"2026-04-10T16:53:06.168Z"},{"error":"Error: Not connected\n    at file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:94:54215\n    at new Promise (<anonymous>)\n    at lh8.request (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:94:54154)\n    at lh8.callTool (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1691:9857)\n    at kB4 (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1767:99471)\n    at KF (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1767:90429)\n    at Xj7 (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:8267:9929)\n    at w (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:8267:8992)\n    at NtY (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:8267:9820)\n    at async X (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:8267:8123)","timestamp":"2026-04-10T16:53:06.168Z"},{"error":"Error: Not connected\n    at file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:94:54215\n    at new Promise (<anonymous>)\n    at lh8.request (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:94:54154)\n    at lh8.callTool (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1691:9857)\n    at kB4 (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1767:99471)\n    at KF (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:1767:90429)\n    at Xj7 (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:8267:9929)\n    at closeTabInIDE (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:8267:8575)\n    at g (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:8267:19575)\n    at Object.onChange (file:///Users/danhenders/.claude/local/node_modules/@anthropic-ai/claude-code/cli.js:8267:20639)","timestamp":"2026-04-10T16:53:10.295Z"},{"error":"Error: EISDIR: illegal operation on a directory, read\n    at Module.readSync (node:fs:732:18)\n    at Object.readSync (file:///Users/danhenders/.claude/local/n…

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