Benjamin Jackson

Cohort 2

Cohort 1

Claude Cowork is a secure, easy way to use Claude on local files. You’ll learn how to use it to manage your email, schedule, and open tasks.

AI builder & executive coach

Wharton visiting expert, teaching executives to build with AI

Build Your AI Chief of Staff

Software Engineer

The Wharton School

The New York Times

Peloton

Atlassian

VICE TV

It’s Thursday, and you realize you promised to send your boss something after a meeting on Tuesday… and you have no idea what it was. It’s Friday night, and your partner says “did you ever make that reservation?” (You did not.)The big things get done. But the small stuff slips. And the cost isn’t just the dropped ball. It’s the trust you’re quietly burning every time another thing falls through.You’ve tried apps. You’ve tried willpower. But the problem isn’t you. Getting things into any system takes more steps than the moment allows. And finding them means searching in tools you stopped using weeks ago.In this course, you’ll use Claude Cowork to give AI access to your projects, email, calendar, and open tasks. You decide what it sees: Claude reads the folder you point it to, nothing else. It can draft emails, but can’t send or delete them.If you’ve ever talked to Claude, you’re ready. The hardest part is setting up. After that, there’s no code, no prompts; just check your daily briefing. (<a target="_blank" rel="noopener noreferrer nofollow" href="https://vimeo.com/1154442554">Video ↗</a>)The first session is a step-by-step walkthrough, no prior setup. And you’ll be in a group of smart people who’ve never done this before.Still unsure if you’re ready? <a target="_blank" rel="noopener noreferrer nofollow" href="https://claude.ai/new?q=I%27m%20thinking%20about%20taking%20%22Build%20Your%20AI%20Chief%20of%20Staff%22%20by%20Ben%20Jackson%3A%20https%3A%2F%2Fmaven.com%2Fbenjaminjackson%2Fbuild-your-ai-chief-of-staff%0A%0ACan%20you%20act%20as%20a%20readiness%20advisor%20and%20ask%20me%20a%20few%20quick%20questions%20to%20figure%20out%20if%20I%27m%20ready%3F%0A%0AIt%27s%20a%204-week%20course%20teaching%20people%20to%20build%20a%20personal%20AI%20assistant%20using%20Claude%20%E2%80%94%20no%20coding%20required.%20%24799%2C%20April%206%E2%80%93May%201%2C%202026.%0A%0ATo%20be%20ready%2C%20I%20need%3A%0A-%20The%20Claude%20desktop%20app%20installed%20on%20a%20Mac%20or%20Windows%20computer.%20If%20I%20don%27t%20have%20it%2C%20point%20me%20to%20https%3A%2F%2Fclaude.com%2Fdownload%0A-%20If%20I%20have%20the%20desktop%20app%2C%20ask%20if%20I%27ve%20opened%20Cowork%20yet.%20If%20not%2C%20point%20me%20to%20https%3A%2F%2Fsupport.claude.com%2Fen%2Farticles%2F13345190-get-started-with-cowork%0A-%20A%20Claude%20Pro%20subscription%20(~%2420%2Fmonth)%2C%20or%20willingness%20to%20get%20one%0A-%20Some%20prior%20experience%20with%20Claude%2C%20ChatGPT%2C%20or%20similar%0A%0AIf%20I%20meet%20all%20of%20these%2C%20tell%20me%20I%27m%20ready%20and%20send%20me%20this%20link%3A%20%5BEnroll%20here%20%E2%86%92%5D(https%3A%2F%2Fmaven.com%2Fbenjaminjackson%2Fbuild-your-ai-chief-of-staff%2F2%2Fjoin)%0A%0AIf%20I%27m%20missing%20something%2C%20tell%20me%20the%20one%20thing%20to%20do%20first.%0A%0AAsk%20one%20question%20at%20a%20time.%20If%20I%20seem%20nervous%20about%20data%20safety%2C%20reassure%20me%3A%20Claude%20only%20reads%20the%20folder%20I%20point%20it%20to%20and%20can%20draft%20emails%20but%20can%27t%20send%20or%20delete%20them.%0A%0AAfter%20the%20readiness%20check%2C%20ask%20if%20I%20have%20any%20other%20concerns.%20Fetch%20the%20course%20page%20to%20answer%20accurately.%20Acknowledge%20concerns%20honestly%20%E2%80%94%20time%2C%20cost%2C%20fit.%20Help%20me%20decide%20clearly%2C%20not%20just%20feel%20good%20about%20it.%0A%0AStart%20with%20a%20one-sentence%20intro%20and%20your%201st%20question.">Ask Claude ↗</a>

Stop losing track of what matters

Get set up and connected

Capture anything in seconds

Plan by talking, not typing

Walk into every call prepared

Make the system your own

No need to be an expert. If you've had a conversation with an AI, you're ready.

You’ve used ChatGPT, Claude, or another AI app

Download it for free at claude.com/download.

You can install the Claude desktop app (Mac or Windows)

The course uses Claude Cowork, which requires Claude Pro ($20/mo).

You have a paid Claude Pro account

Busy executives: You manage multiple projects and stakeholders. The big stuff gets done, but follow-ups and small tasks still slip through.

Curious leaders: You know AI is changing work, but you’re still looking for a way in that doesn’t feel like it was built for startup bros.

Productivity junkies: You’ve tried Todoist, Notion, Asana, and a dozen others. They all worked for a month, then started collecting dust.

Start Vibe Coding Your AI Chief of Staff with Claude Code

Ex-Vice, NYT - Founder & Eng. Leader

Install Claude Code, log in with your Anthropic Pro account, and start your first conversation.

Set up Claude Code on macOS

Navigate and toggle options with the keyboard, rewind to checkpoints, and use Claude’s memory to teach it how you work.

Get comfortable using Claude in the Terminal

Instantly import your to-dos from iCloud Reminders to your inbox file by calling external tools from Claude Code.

Integrate Claude with iOS Reminders for instant capture

We’ll screen share and go through Claude Code installation and setup together as a group.

Start building your productivity system the same day

I’ll stick around for 30 minutes after the session to help troubleshoot any setup issues.

Learn directly from Benjamin Jackson

Benjamin Jackson

About Benjamin

Courses

Build Your AI Chief of Staff

Lightning Lessons

Start Vibe Coding Your AI Chief of Staff with Claude Code