The session inspector now asks the resumed CLI for a fast structural context estimate instead of forcing the full token-counting API path. This preserves live CLI state for system prompt, tools, MCP tools, skills, and messages while avoiding the 20s timeout that made historical sessions appear stuck or fall back to transcript-only estimates.
Constraint: Inspector requests must return quickly for third-party providers and historical resumed sessions.
Rejected: Increase the server timeout | the slow path can still block on provider token counting and keeps the UI feeling broken.
Confidence: high
Scope-risk: narrow
Directive: Keep interactive inspector context on the estimateOnly control path unless the UI explicitly supports a slow precise refresh.
Tested: bun test src/server/__tests__/conversations.test.ts -t 'structured session inspection|Sonnet 4.6 transcript usage'
Tested: cd desktop && bun run test -- --run src/i18n/index.test.tsx
Tested: cd desktop && bun run build
Tested: direct /api/sessions/:id/inspection?includeContext=1 returned live context in 0.046867s with System prompt, System tools, MCP tools, Messages
Tested: agent-browser automation verified no loading/error and visible System prompt/System tools/MCP tools/Messages
Not-tested: bare root tsc --noEmit, because current tsconfig scans existing desktop/src-tauri/target generated binary assets unrelated to this change
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