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Run your day · Lesson 6.6

A Week of Monday Automation: An Illustrative Walkthrough

Rafay Korai · 5 min read · 2026-11-04

This is not a case study. Nobody was measured and no real results are reported. It is an illustrative walkthrough, using an invented bakery, of what a careful first week of Monday automation could look like. Use it as a plan you can copy and adjust.

The made up owner is called Dana. Every Monday she turns weekend orders into a prep list and a short note to her baker. It annoys her, it is repetitive, and a mistake is easy to catch. That makes it a good first job.

Lesson 6.6 walks you through it step by step: Hand off the job you do every Monday.

A careful first week is mostly writing and checking: one day to choose, one to write, one to test, then watching the real runs.

Day one: choose and time the job

Dana lists her Monday tasks and picks the prep list. She times it by hand and writes the time in her note. That number is her baseline, so she can later judge whether the effort was worth it. Any figure in a real version would be her own, not one from this post.

She also writes why she picked it: fixed rhythm, same steps, easy to check, low stakes.

Day two: write the steps

Dana writes the procedure in plain words.

  1. TriggerMonday at 7am, after the weekend orders are in the shared sheet.
  2. InputsThe orders sheet, the standing orders list, last week's prep note.
  3. StepsTotal each product, add standing orders, flag anything over normal volume, group by oven time.
  4. ResultA prep list in a document and a four line note for the baker.
  5. Stop rulesNever message the baker. Leave a draft for Dana to send.

Writing it takes longer than she expected, and she finds two steps she does by habit and has never needed. She deletes them.

Day three: one test run by hand

She gives the steps and last week's real sheet to an AI assistant and reads the result against last week's actual list. The totals are right, but it grouped by product instead of by oven time, and it did not flag a large order. She fixes both in the note, which is her real lesson: the output was wrong because the instructions were vague.

Day four: decide how it will run

Dana has options, and the choice is hers.

  • A repeating calendar event in Google Calendar as a nudge. Google's help page describes setting an event to repeat on chosen days.
  • A scheduled email, if the output is a message. Gmail's schedule send holds up to 100 scheduled emails according to Google.
  • A scheduler that runs the job itself. Tools like the Hermes Agent describe scheduled tasks that deliver results back to chat.

Because she is nervous, she picks the first one for week one. Her calendar reminds her, she pastes the sheet in herself, and she reads everything.

Days five to seven: look over the weekend and prepare

Over the weekend she checks the setup. She makes sure the standing orders list is current, because the AI can only be as right as its inputs. She adds a stop rule she forgot: "If any input file is missing, say so and stop."

Monday, run one

The run comes back. She does the list by hand as well and compares. Two differences: a rounding issue and a missed note about a nut free order. She adds a line to the steps for each.

This is the point of the first three runs. They are not about saving time yet. They are about finding every way the job can surprise you.

Weeks two and three

If runs two and three come back clean, Dana moves from line by line checks to a quick read of the totals. In a real situation, only your own checks can tell you when that is safe. If a run is wrong, she goes back to full checks and fixes the note.

What she would measure

By week four Dana has four completion notes. She would look at whether it ran each week, how often she had to fix something, and whether it took her more or less time than her baseline. The measuring guide for this is in measuring Monday automation.

What this example does not tell you

It does not tell you how much time you will save. It does not show that every job works. The jobs that suit this have a steady rhythm. Jobs that change each week do not.

It also leaves out the worst case: a tool changes, a connection breaks and a week fails. Dana's answer is the same as anyone's. Keep the manual method in reach and do that week by hand.

Prompts Dana might use

Words matter in the test run, so here are three prompts in the spirit of the example. They are sketches, not proven wording.

The first goes at the start of the run: "Here are my steps and last week's sheet. Do the job exactly as written. If anything is unclear or missing, ask me before you start."

The second is for comparing: "Here is the list I made by hand and the list you made. Show me every difference, one per line, and say which step caused each one."

The third closes the loop: "Based on those differences, suggest edits to my steps so the gaps do not come back. Show the old line and the new line."

Using the AI to help improve the written steps is a good habit, as long as you read every change before you accept it. The note belongs to you. If a suggested line changes what the job does, say no.

You can run the same pattern after each of the three checked runs. By the third, the differences should be few and small. If they are not, it is a sign the job is less stable than you hoped, and the honest move is to narrow it or leave it manual.

Try your own week

Take the five stages, swap in your own job and keep the stop rules. Lesson 6.6 walks you through each stage with prompts: Hand off the job you do every Monday. If your Monday starts with email, Lesson 6.2, a clean inbox every morning is a natural companion.

Questions people ask

Is Dana a real person?

No. She is an invented example, and every detail here is made up to illustrate the method.

Can I really get this working in a week?

You can finish setup and one checked run in a week. Trusting it takes the first three real runs.

What if my job is not like a bakery's?

The stages are the same: choose, write, test, schedule, check. Swap in your details.