Work that runs itself

You'll finish with: A recurring job on a schedule, and knowing when it will actually fire.

The last step: jobs that run without anyone starting them.

The Friday review, running itself

Friday 4pmJob fires on its own
ReadsEvery client folder touched this week
FindsOverdue commitments, jobs gone quiet
LeavesA one-page summary in your folder

You read it Monday. Nobody had to remember.

Read this before you build it: where the job runs decides whether it runs at all. Scheduled tasks normally run remotely — on their cadence, with your laptop shut. But a task that needs local files can only run locally, which means the desktop app has to be open on that machine when the clock strikes. A Friday 4pm job that writes into a folder on your laptop will not fire if you closed the lid at 3.

Pick the shape that matches your Friday

Two ways to run the same review

Local folders
Reads clients/, writes reviews/
Runs only while the desktop app is open on that machine. Fine if you leave your computer on. Silently doesn't happen if you don't.
Connectors only
Reads your inbox, calendar, Xero, CRM
Runs remotely on its cadence with no device online. Nothing to remember, nothing to leave switched on.

If your business lives in its tools rather than in folders, build the second one — it is the version that actually runs itself. If your work really is in local files, keep the first and leave the machine on, or run it by hand on Monday morning.

What's worth scheduling

What isn't

Anything that sends, publishes, or spends. A scheduled job runs when you're not looking — that's exactly the wrong time to let something reach a client. Scheduled jobs produce drafts and reports. You send.

This isn't just our opinion. Anthropic's own safety guidance says not to schedule tasks that access sensitive files, send messages on your behalf, make purchases, or take other actions that are hard to undo — and to start with low-risk things like summaries before automating anything bigger.

Plain English

Each scheduled task has an approval mode. Manually approve means it waits for you before acting — which defeats the point of a job that runs while you're away, and is exactly right for anything that touches money or clients. Skip all approvals means nothing checks its work. For an unattended weekly review that only reads and writes a summary, the default is fine; for anything else, ask why it's scheduled at all.

Do this now
  1. Run the weekly review manually first, and check the output is worth reading.
  2. Then schedule it for Friday afternoon.
  3. Add one line to the instruction: "Write the result to a file. Don't send anything."
Every Friday at 4pm:

1. Read every folder under clients/ changed in the last 7 days.
2. Find every commitment with a date that has passed or falls
   in the next 7 days.
3. Find anything untouched for more than 14 days.

Write to reviews/YYYY-MM-DD-review.md:
- Moved this week
- Overdue (ours first, then theirs)
- Due in the next 7 days
- Gone quiet (14+ days, this is where revenue leaks)
- Needs a decision from me

Rank by money at risk. Under one page. Send nothing.
How to know it worked

Monday morning the review exists and it's accurate. Check the Scheduled page in the left sidebar too — it lists past runs, so you can see it actually fired rather than assuming.

If nothing ran at all and the job touches local folders, the machine was almost certainly asleep — that's the limitation above, not a broken setup. Either leave the computer on, or rebuild the job so it only uses connectors. If it ran but came back empty or generic, your folders don't have enough in them yet; give it a fortnight of real use first.

That's the course

Cowork mounted on your real folders, producing real files, and one recurring job — running unattended if it lives in your connectors, or on a machine you leave on if it lives in your folders. Next: connecting the tools your business actually runs on.

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