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Build an AI chief of staff in Claude Cowork

A morning briefing takes ten minutes to build. What turns it into a chief of staff is everything you set up around it. Join the free webinar to see how.

Thursday 22 October 2026, 10:00 to 11:00 CEST (Copenhagen time). Can't make 10:00? Register anyway. The replay goes to every registrant.

Register free

What mine did last week

I asked for a reminder. It did the thing for me instead.

Chief of staff
Will you remind me to talk to my husband about when he's going to Boston? I need to give the dates to our babysitter. Need to tell her latest Tuesday.
One day later
I noticed your husband added his Boston trip to the calendar: Aug 12 to 25. I've drafted a message for the babysitter. Ready for you to send.

I said it once, in one chat. Every other conversation acted on it.

Chief of staff
I might be traveling on the 7th. We need to find a new date for the webinar.
Queued post
Holding this post. It states the webinar date, and that may move.
Planning session
Before we start: the webinar date is in question. Planning around it.
Email flow
Two reminder emails carry the date. Flagged to re-date.

It saw I was stalling. So it booked the session.

Chief of staffMonday, midday
Everything for the webinar is built. The marketing isn't started, and the runway is short. Want a focused session tomorrow, 9:00 to 11:00? I'll draft the agenda.
Book it. Great idea.
Booked. Tuesday 9:00 to 11:00, agenda in the invite.
Morning briefTuesday, 06:45
Tuesday 15 September
Top 3
  1. 01Marketing strategy session, 9:00 to 11:00. Everything else this week hangs off what it decides.
  2. 02Tester write-out, 15 minutes at 11:15.
  3. 03Two small flips: deck 16, the webinar's new date.

One quick text. Three things got done.

Chief of staff
Sept 22: filming priority. Podcast: project. Coffee tomorrow: yes yes yes!
Calendar
Filming keeps its slot
Sept 22
Project folder
Podcast idea
filed
Calendar
Coffee, an old colleague
booked tomorrow
Filming keeps Sept 22. Podcast's now a project. Coffee's booked for tomorrow.
Four standing jobs cover the day:Morning brief 06:45Midday pulse 12:30Evening close 20:30Weekly triage Fri 11:00

In this session

You already know what a chief of staff does: they hold the things you drop, surface what you'd otherwise miss, and keep the operation running when you're not looking. AI can do that job for you. In this session you'll build a 60-second morning briefing from your calendar and inbox that runs on its own and lands before you open your laptop. Then I'll show you the whole system I've been running for months, and what it took to set it up that way. You'll leave knowing where your own should begin.

What we'll do

01

Build a morning briefing that surfaces the emails and meetings that need you today, plus your top three priorities — there's even a shortcut to get you there faster

02

See how one job becomes a system: the four standing jobs (tasks it runs on a schedule) that cover my entire working day, and what it takes to set each one up

03

Learn the continuity pattern that lets each run pick up where the last one left off

04

Leave with two take-home resources: a self-audit worksheet to find your best standing jobs, and a step-by-step build guide to set them up

Who this is for

Knowledge workers who want AI to surface what they'd otherwise miss. If you manage a calendar, an inbox, or a team, this session is for you.

Not for you if you want AI to act without asking. Mine proposes, I approve.

What you need to build along

The webinar is free to attend. To build along in the session and complete the take-home build guide on your own account, you'll need a paid Claude plan with access to Claude Cowork. Check anthropic.com for current plan options. If you don't have a paid plan, you can still attend, watch the full build, and use the self-audit worksheet to find your best standing jobs.

About Louise

Louise Loehndorff is the founder of Cleverest. She runs a four-job AI chief-of-staff system with Claude Code. In this session she teaches the same pattern in Claude Cowork. She works with knowledge workers, individually and in teams, to build AI systems that handle their busywork.

Louise Loehndorff

Take-homes

Sent to every registrant after the session.

Take-home A

“Which of your recurring tasks deserves a standing job?” A self-audit worksheet. Ten questions that surface your best standing-job candidates and rank them. Works for any tool setup.

Take-home B

“Build your first standing job.” A step-by-step build guide for Claude Cowork. Covers both Google Workspace and Microsoft 365 setups. Includes the fill-in-the-blank prompt template from the session.

Two paper rectangles representing the two take-home resources

Session details

  • Date: Thursday 22 October 2026

  • Time: 10:00 to 11:00 CEST (Copenhagen time)

  • Platform: YouTube Live

  • Replay: available on YouTube within a few days of the live session

Register

Free to attend. The replay and both take-homes go to every registrant.

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After the webinar

Onboard your AI chief of staff is a four-week cohort: four two-hour live sessions, November 17 to December 8. You'll configure a full chief-of-staff system from the ground up, applied to your own role and workflows, with help and inspiration from me and the rest of the cohort, so you end up with the right system for you.

Enrollment opens on webinar day. Twelve seats. Every seat includes an hour 1:1 with me after the cohort and lifetime access to my self-paced course I write. AI edits. Join the waitlist to hear first.

The fine print

The webinar is free. A paid Claude plan is required to run scheduled tasks in Claude Cowork; pricing and plan limits change, so check anthropic.com for current information. The session doesn't cover account setup: you build on your own account, live or afterwards, using the take-home guide.