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Automate recurring work with scheduled Cowork tasks

The author tested six scheduled tasks: email briefings, file cleanup, Stripe reporting, invoice reconciliation, notes tidying and flight price tracking.

Time saved
Not reported
Setup time
Not reported
Running cost
Not reported
Cost range
Not reported

Use case overview

The author tested six scheduled tasks: email briefings, file cleanup, Stripe reporting, invoice reconciliation, notes tidying and flight price tracking.

Reported experience

  1. What they did

    The author wrote a prompt once in Claude Cowork, either through the /schedule command or the sidebar form, and chose a cadence of hourly, daily, weekly or weekdays. She then ran six tasks: email and calendar briefing, file sorting, Stripe reporting, invoice reconciliation, Apple Notes tidying and flight price tracking. After the first run, Claude rewrites the prompt based on what it learned.

  2. How it went

    The free part of the post only covers setup. The six tested use cases, their prompts and any results sit behind a paywall, so outcomes aren't visible.

  3. Worth knowing

    A task tied to a local folder only runs while your computer is on and awake. Leaving the folder empty runs it in the cloud, and the Desktop app needs to be fully updated first.

Example prompts

Try with Claude Cowork
Set up a scheduled task that runs [daily or weekly] at [time]: [describe job, such as summarize my unread email, clean up my Downloads folder, or track prices for flights from [origin] to [destination]]. Each run should produce a short report saved to [folder]. Before deleting or moving any files, list what you plan to do and wait for my approval.