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Plan the week

From brain dump to schedule: capacity-capped weekly planning with AI

Feed an unstructured backlog plus fixed constraints, cap daily capacity, order by deadline, and have the model propose delegation and drops, with confirmation required on anything customer-facing.

The short answer

Turning a to-do pile into a weekly plan with AI is a constrained scheduling task. Supply an unstructured backlog plus hard constraints (appointments, deadlines, unavailable time), cap daily capacity at three tasks, order by deadline, batch micro-tasks, and have the model propose delegation and drops, with confirmation required for anything customer-facing. Then apply human overrides and re-plan weekly.

Why the pile feels so heavy

Twenty things on a list feel like twenty things to do today. They aren't. Some are due Friday, some are five-minute jobs, and some don't need doing at all. The pile isn't too big. It just doesn't have an order yet. Sorting is the part AI is good at.

Floor vote

How many things are on your to-do list right now?

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Step 1: Dump everything, don't tidy

Open a note and write every task in your head, on sticky notes, and in your inbox. Half sentences are fine: "call Dave re: van," "quote for Elm St," "dentist?" Don't sort, don't group. Getting it out of your head is the first relief.

If tasks mention customers by name, swap the names for something like [CUSTOMER 1]. Here's how to remove private details before you paste.

Step 2: Add what can't move

Under the list, write what's fixed this week:

  • Appointments and meetings, with days and times.
  • Real deadlines.
  • Days or half-days you're not working.

Without these, the plan will look neat and won't fit your actual week.

Step 3: Ask for the plan

Paste both and send:

Here's my to-do pile and my fixed commitments this week.
Make a Monday-to-Friday plan. Max 3 tasks a day, real
deadlines first. Put small tasks under 10 minutes in one
batch per day. List what I could delegate or drop. Ask me
before dropping anything that involves a customer. If a
task is too big for one day, split it and give the first
step.

The pile | The plan

The pile

Call Dave re: van. Quote for Elm St. Invoice the Parks job. Dentist? Order filters. Fix the website hours. Reply to the landlord.

Everything at once, no order.

The plan

Mon: Elm St quote, invoice, call Dave. Tue: order filters, landlord reply. Hand off: website hours.

Three a day, deadlines first.

Made-up example. Your plan uses your real week.

Step 4: Move what feels wrong

Read the plan. If Tuesday looks impossible, say so: "Tuesday is a site visit, move two things." If it put something hard on Friday afternoon, move it. The AI doesn't know how your week feels. You do.

Then put the plan where you'll see it: your calendar, a paper note on the desk, or the top of your notes app.

Step 5: Redo it on Friday

On Friday, paste what got done and what didn't, plus anything new, and ask for next week's plan. Things that slipped two weeks in a row are worth a second look. Maybe they need help, or maybe they don't need doing.

New to all this? Here's a first week of using AI at work, one small job a day.

Under the hood

Language models are decent at the parts of planning that are about language: grouping duplicates, spotting dependencies ("quote" before "order parts"), estimating rough size, and splitting a vague task into a first step. They're weak at the parts that need context they don't have: your energy, travel time, and which customer will call twice if ignored.

That's why the prompt pins down:

  • Hard constraints the model can't infer.
  • A capacity cap, since models overpack days by default.
  • A confirmation gate on drops involving customers.

The weekly re-plan closes the loop. Completed and slipped items give the next plan better information than any single prompt can.

Field check

Field check

Three questions. Honest answers. No score sent anywhere but this page.

01 / 03

Did you get the whole pile out of your head?

Short close

Dump the whole pile, add what can't move, ask for three things a day with deadlines first, and move what feels wrong. The pile won't get smaller. It just gets an order, and that's usually enough to start.

Keep these

The working rules

Overload is a scheduling problem, not a list problem. Then: Unstructured capture; Constraint input; Capacity cap; Human override; Weekly re-plan.

Mark

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