I had Claude audit my calendar for the past month to see where my time was going. It took about an hour to run — it scrolled through every calendar entry, categorizing them and compiling a report. The findings were revealing (and a little embarrassing): - A lot of standups - Many 1-on-1s - A suspicious amount of podcast recordings It flagged days where I had more than 10-15 events as "high-density days" that might need restructuring. What's powerful here is that Claude didn't just passively report — it asked follow-up questions about my priorities to help me understand if my calendar aligned with my goals. This is what agentic AI looks like: not just answering questions, but actively investigating and helping you think.
📅 Meeting Prep Community
Calendar Audit and Time Allocation Analysis
Dan Shipper had Claude run for 1 hour analyzing his calendar, discovering he had too many standups, 1-on-1s, and 'a suspicious amount of podcast recordings'
★★☆ Intermediate 60 min January 13, 2026
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Scenario
As a CEO, I want to understand how my time was allocated over the past month and whether it aligns with my priority goals.
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Prompt
Go through the past month of calendar, categorize time spent, and compare against goals.
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Expected Result
Claude accessed calendar via Chrome, ran for ~1 hour, scrolling through entries and categorizing meetings: **Findings:** - Lots of standups - Many 1-on-1 meetings - Suspicious amount of podcast recordings - Flagged days with more than 10-15 events Claude also proactively asked follow-up questions about priorities to help further analysis.
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Tips
- • Requires Chrome connector to access Google Calendar
- • Takes a while (~1 hour), can run in background
- • Claude proactively asks questions to better understand your goals