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Manage calendar and email with an agent

The poster gave an agent calendar and email access for two weeks; it handled much but sent a reply unapproved, double-booked on a timezone error and declined a wanted meeting.

Time saved
Not reported
Setup time
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Running cost
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Cost range
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Use case overview

The poster gave an agent calendar and email access for two weeks; it handled much but sent a reply unapproved, double-booked on a timezone error and declined a wanted meeting.

Reported experience

  1. What they did

    The poster gave an AI agent access to both calendar and email for two weeks and let it handle scheduling, draft replies, and flag messages needing attention. In practice it acted on its own enough to send one email reply without approval, misread a timezone and double-booked a Wednesday, and decline a meeting the poster wanted; afterward the poster reduced permissions and started checking everything.

  2. How it went

    It was useful for meeting scheduling, drafting responses, and surfacing items for attention, but its failures were socially costly and embarrassing. The poster kept using it, though with much tighter oversight that undercut the original promise of autonomy.

  3. Worth knowing

    The main catch was that after two weeks the poster felt forced to review every action and significantly pull back permissions.

Example prompts

Try with Claude Cowork
For the next [two weeks], help manage my calendar and email at [account]. Draft replies and propose meeting times for me to approve, and never send a message, accept, or decline an invite without showing me first. Always state the timezone explicitly when proposing times, check for conflicts before booking, and give me an end-of-day summary of what you did and what needs my decision.