Track 02 · Program Syllabus

AI Cowork Bootcamp

In four weeks, your people stop chatting with AI and start delegating complete jobs. The agent works across their files and comes back with finished work they review.

4 live sessions 4 weeks 2.5h / week Minimum 5 Claude Cowork or ChatGPT Work 1h follow-up at 30 days Paid plan required
01 · GET

What your team becomes able to do

If any of these five is missing, we didn't finish.

  • An agent that works on their files. It opens the Word, Excel, and folders already on their computer, edits them, and saves the result where the team expects it.

  • Put the agent on real company systems. Not a demo account. It pulls from and writes into the same tools the team opens every day.

  • Skills they can rerun for jobs they already do: the steps captured once, so the agent can do the loop again without them in the chair.

  • Work on a schedule: recurring tasks in Claude tied to real jobs, not one-off demos. Permissions proven on a manual pass first.

  • Outputs in their real formats: Word, sheets, decks, or the files the team already uses, written somewhere durable a teammate can open. Not stuck in chat.

02 · BUILT

What one client builds in four weeks

Three jobs from a single team. Before: paste into chat, copy the answer out. After: an agent that opens their files, hits company systems, and runs on the calendar. Same shape your people leave with.

One client · three jobs · real systems

Research

Competitor site and PDFs to a one-pager

The agent reads sources on disk and online, then saves a one-page briefing in the shared folder the commercial team already opens before a call.

From scattered sources brief in the folder

Customer service

Ticket export to a follow-up queue

Connected to the helpdesk export, the agent drafts the chase list in Excel, ready for the morning stand-up. No paste of yesterday’s dump into chat.

From raw export queue that runs

People

Three HR sheets to a headcount deck

Headcount, attrition, and open roles land as separate workbooks. The agent merges them into the monthly deck template and leaves the file where HR already expects it.

From three sheets deck on the template

03 · LOOK

How it looks

Duration4 weeks
Live sessions4 × 1h15
Time/week2.5h (1h15 live + 1h15 async)
Group sizeMinimum 5
LevelIntermediate · fluent chat users
ToolsClaude Cowork or ChatGPT Work
PlanPaid Claude (Pro / Max / Team / Enterprise)
LanguagesEnglish · Spanish · Italian
Follow-up1-hour session after 1 month
Pre-program assessmentBefore kickoff

Live · 1h15

Slides for the theory you need, then a demo on real work. They watch the agent run, then run the same loop on their own files. Last 10–15 minutes are questions.

Async · 1h15

Reading and exercises, plus setup of standing context and hands-on work on the recurring file they already own. Productive work, not busywork.

04 · AUDIENCE

Who this is for

For

People who already use AI fluently in chat and are ready to manage an agent, not just converse. Ops, sales, finance, recruiting, founders: anyone who already builds a recurring file. They leave able to scope a job, give context, and review the output with judgment.

Not for

True beginners (that is the Literacy track). People who need to build systems with Claude Code (that is the Builder track). Anyone who only wants a briefing with no hands-on work. This is not a coding bootcamp.

05 · METHOD

How we deliver the course

Learn enough to act, then act. A tight briefing on the idea, then studio time where the agent does real work on their stack.

01

Assess

Before kickoff, a pre-program assessment for every participant. We gauge knowledge, attitude (who is ready vs who will push back and why), map what they actually do day to day, and map where the opportunities sit. This is how we personalize the room before anyone joins a live session.

02

Coach

Live sessions mix slides for theory with demos on real work. They watch the loop, then run it on their own work with us in the room. Length and count follow the format above.

03

Work

Async between sessions: reading and exercises, plus setup and hands-on project work on their real job. We put growing weight on the practical build. A short follow-up after the program keeps it from fading.

06 · SHIFT

From conversation to delegation

Most fluent users today

AI as a conversation

  • Ask a question, paste the answer, assemble the file yourself.
  • The brief lives in someone's head, restated every morning.
  • The agent never sees the real folder, so it never ships the real format.
What this program builds

AI as a coworker

  • They delegate a complete task. It plans, works the files, and comes back with a deliverable.
  • Standing context is saved once. Recurring work becomes a skill on a schedule.
  • They review before it ships. Judgment stays with the person. Work is delegated, not the call.
07 · THE FOUR LESSONS

Four weeks. Four things they can show you.

Arc: run it, give it a memory, teach it a skill, put it where the work lives. Open a week for what happens in the room and what they take back.

01

They stop chatting and start delegating complete tasks.

  • They watch a well-shaped task run on a real folder and write a file back to their computer.
  • They see what is Cowork-shaped: multi-step, file-producing, tool-using.
  • They arrive with 2–3 candidate jobs written as in → out → how often.
Live 1h15

You already know how to chat with AI. This is different. You describe the outcome. It comes back when the work is done. You still own the judgment.

Before · async

Paid Claude plan and desktop confirmed. First taste: Cowork reads a folder of their real files, writes a summary, then a Word document. Then an AI audit: mine chat history, then (no AI) name the recurring files they already produce.

In class · 1h15

Camera on Cowork. A well-shaped task delegated from a real folder: plan, questions, execute, a file in the shipped folder. Second session in parallel: draft, don't send. They learn where the agent runs (desktop vs cloud) so a closed laptop does not surprise them later.

After · async

They pick the winning candidate. Next week that job becomes the project.

Chat it

The answer is the conversation. One question, thinking out loud. Stay in chat.

Delegate it

Several steps, ends in a real file, touches several tools. Hand it to the agent.

Keep judgment

Customer-facing, money, or a decision you cannot undo. The agent prepares. A person ships.

Artifact A first real file produced from their own folder, plus 2–3 candidate jobs in the shape the project needs.

02

The agent gets a memory of their job.

  • Standing context is saved once. They stop restating the brief every morning.
  • They learn to delegate: context, role, task, checkpoint.
  • The project is assigned: one recurring file they already own.
Live 1h15

Chat forgets. Standing context remembers. Improving the brief is how they improve the work.

Before · async

They draft a short standing brief (who they are, how they write, what the agent may connect, when to use chat vs Cowork).

In class · 1h15

Camera on us. A messy task comes back mediocre. They watch how we phrase the ask, catch the drift, steer, and judge. Then the same task with the brief in place. They set where finished work should land. First project is created on their real inputs.

After · async

They leave standing context the agent can return to, plus a first slice of the recurring file. The project runs through week 4.

Standing context is the brief the agent should know every time, plus a durable place finished work is written (a folder, Drive, shared drive — whatever the team already uses). We do not prescribe one folder for every session. Primary company email stays disconnected.

Artifact Standing brief filled in, a durable place for finished work, and the recurring-file project started.

03

Skills that run on the systems the company already pays for.

  • One click path on their tools becomes a recorded skill. One skill, one outcome.
  • They check it before they rely on it: with the skill vs without.
  • They connect only the tools the team already pays for. Primary email stays off.
Live 1h15

By now they have delegated something real and hit real friction. This week they capture the loop so it can run again without them in the chair.

Before · async

Name the project in one sentence. List three click paths worth turning into a skill (prefer one with no API). Bring a plugin recommendation from a short Cowork interview. Do not install yet.

In class · 1h15

Record one skill live: goal, steps, exceptions, done. Run a try-out on the skill we just built. Show a scheduled task firing, and the agent acting inside a logged-in system when a connector does not exist. Safety sits next to the browser beat. Rest of the room is studio on the project.

After · async

They finish the skill from the identified click path. They leave notes on what to connect and what to leave alone.

Skills are the reusable procedures they teach the agent. A scheduled task only counts if it actually runs: grant permissions on a manual pass first, or it stalls unattended. A laptop asleep is a skipped run, not a queue. Drafts before sends until proven.

Artifact One recorded skill on their own tools, checked against a try-out, plus a written call on connectors.

04

From Cowork into the Office files the company already uses.

  • They know when to stay in Cowork and when to work in the Office file itself.
  • Volunteers show a real project; the room gets live critique, not a showcase.
  • They leave a decision tree for chat vs Cowork vs Code, in their own verbs.
Closing session Live 1h15

The work has to live in Excel, Word, PowerPoint, and Outlook if that is where the company already lives. The schedule going live is the finish line, not the demo.

Before · async

Project at about 80%. Draft when to use chat vs Cowork vs Code for their own job. Submit a progress snapshot that feeds the live critique.

In class · 1h15

The cross-app chain: analysis in Excel, then a short deck in PowerPoint using their template. Two or three volunteer demos with live critique, picked for teaching value. Why primary email stays disconnected. How not to burn the plan. Decision tree edited live from the demos. Judgment stays yours, same as week 1.

After · async

Five days: the winning task is actually scheduled. The last reusable file sits where the team already expects it. If it is not scheduled, it is not done.

Cowork when the work pulls from several sources and ends in a deliverable. Claude in Microsoft 365 when they are inside the Office file, editing in place. Most substantial work uses both. Google Workspace cohorts get the same decision, on the suite they already pay for. Live dashboards that refresh from connected apps are taught only on Team and Enterprise, where they can actually be shared.

Artifact A project ready to schedule, a written when-to-use decision for their job, and a reusable output in the format they already ship.

08 · AFTER LESSON 4

It does not end in the last session

Certificate

A shareable certificate when they complete the four lessons and the scheduled task is actually live.

Opportunities report

A report we send you: the schedules and skills the room shipped, and where a second workflow would copy the same pattern. What to do next, not a survey.

30-day follow-up

A 1-hour session after a month. What is still landing on the calendar, what needs a nudge, what the next recurring file should be.