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What the Claude Code insights report shows
The /insights report is a review of recent Claude Code work on the machine where you run the command. It can surface trouble such as misunderstood requests or buggy code, along with suggestions for improving a workflow. The latest report is saved at ~/.claude/usage-data/report.html, according to Nerd’s Chalk’s feature description.
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The result is diagnostic: it can help you spot recurring friction, but it does not establish that a particular cause is responsible or that a suggested change will fix it. Review the examples and recommendations in the context of your own work.
What the auto mode estimate means
Anthropic’s Claude Code v2.1.281 release notes, dated September 23, 2026, say: “Added an auto mode recommendation to /insights that estimates how many permission prompts auto mode could have handled in your recent sessions”.
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“Could have handled” describes an estimate about recent sessions, not a tally of prompts that auto mode actually handled. The estimate may appear when auto mode is available and recent sessions mostly ran without it. The release notes and feature description do not explain the calculation or provide an accuracy evaluation, so treat the number as a reason to inspect your workflow—not as a measured accuracy score, guaranteed reduction in prompts or instruction to change permission settings.
Which sessions are included
Nerd’s Chalk reports that a run can analyze up to 200 sessions not previously analyzed. Very short sessions are skipped, and sessions from other devices and claude.ai are excluded. A report header might show “200 sessions (412 total),” indicating that the analyzed subset is not the total session history.
The same article says each run creates a timestamped report copy, and startup cleanup removes reports beyond cleanupPeriodDays, which defaults to 30 days. If report retention matters, check the setting in your installed version rather than assuming that behavior is unchanged.
How to run it and use the results
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Open Claude Code on the machine whose recent sessions you want to review.
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Enter
/insightsin the Claude Code interface and let the analysis complete. -
Open
~/.claude/usage-data/report.htmlto inspect the latest report. -
Review the specific friction points and suggestions. If an auto mode estimate appears, compare it with the permission choices and safety needs of the work involved before changing how you handle approvals.
Availability and usage costs
Nerd’s Chalk says /insights is available on any plan and with any provider. The analysis uses the same account or provider as regular sessions, and its tokens count toward the associated plan or API usage. Availability does not mean the analysis is free of usage impact.
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