Live cohort · 4 weeks · Kicks off Monday, June 22
A live 4-week cohort for senior leaders. Run the CEO OS V3 journey with Matt Kesby, plus 1:1 working sessions with Anita, your AI facilitator.
Do the real task with Anita. Ship the artifact, install the Skill.
Why traditional training fails
You opened Claude. You asked it something. It was interesting. Then your week swallowed you whole and the tab stayed closed.
The gap is reps, not knowledge.
Reading about AI does not change how you run a week. Doing real work with it does. This cohort is built around the reps.
Knowledge retention over time
Anonymised average · Recent cohort
Value Impact
You don't just learn. You produce. Each activity logs a Value Impact receipt so the gains are visible, not vague.
Turn raw context into a sharp board pack and the questions to expect, with Claude doing the heavy lifting.
Draft executive briefings that say more in less, so your team reads them and acts.
Run an operations risk scan that surfaces what you'd otherwise catch too late.
Leave with a Claude routine built into how you draft, decide, and think every day.
This cohort is shaped for experienced leaders who run real weight, across the industries and roles they already lead in.
Industries
Roles
Works with the tools you already run
Built around Claude CoWork.
Live sessions presented in
1:1 with Anita · available in 13 languages
A human coach opens the cohort and holds you accountable. In between, you do the real work 1:1 with Anita on your own problems.
Matt Kesby runs the live Kick-Off and the Accountability sessions that keep the cohort moving. Recorded, so you never lose one.
Do a real task inside Claude CoWork, like board prep or an executive brief. You ship an artifact, install a Skill, and log a Value Impact receipt.
A short mentored walk-through around a mini deck, so each new habit lands before you apply it.
CEO OS V3: The CEO Operating System is a stack of Claude CoWork Skills designed to amplify the time of CEO's and Executives. 12 hands-on activities, run on your own problems.
Your learning journey
Each week sits the live sessions either side of your 1:1 activities with Anita: board prep, executive briefings, and operations risk scans on your real work.
| Kick-Off · human | Journey activities · 1:1 with Anita | Accountability · human | |||
|---|---|---|---|---|---|
| Week01 | ◉ Live session Kick-Off Session | Mini deck Velocity Forum Kick Off Session — Mini deck — Part A $240/mo | CoWork · +Skill Board Meeting Prep for CEOs beginner $720/mo | CoWork · +Skill Board Meeting Prep for CEOs intermediate $720/mo | No session |
| Week02 | No session | Mini deck Velocity Forum Kick Off Session — Mini deck — Part B $240/mo | CoWork · +Skill Executive Brief Agent Fundamentals $720/mo | CoWork · +Skill Executive Briefing Enhancement $720/mo | ◉ Live session Accountability Session |
| Week03 | No session | Mini deck Velocity Forum Kick Off Session — Mini deck — Part C $240/mo | CoWork · +Skill Ops Risk Scan for CEOs $720/mo | CoWork · +Skill Operations Risk Management for CEOs $720/mo | No session |
| Week04 | No session | No session | No session | No session | ◉ Live session Accountability Session |
Weeks and activities render from the cohort's learning journey. CoWork sessions install a Skill and log Value Impact; Mini deck sessions are short mentored walk-throughs.
"I'd dabbled with AI for a year and changed nothing. Four weeks of real reps and board prep is now a Friday afternoon, not a lost weekend."
"The cohort kept me honest. Doing the work on my own briefings, with a coach watching, is what finally made it stick."
"I came in skeptical about another course. I left with a routine I still use every single day."
Built by the author
This program draws on the methods of Matt Kesby, author of Untangling AI (Wiley), a USA Today best-seller. The approach is the same throughout: less theory, more reps on the work that pays you back.
Enroll · kicks off Monday, June 22
per seat · one-time
Enroll nowOnly seats left in CEO Claude CoWork Upskilling - CEO OS V3 20260616 with Matt Kesby.
Lead · Practice · Compound
Join CEO Claude CoWork Upskilling - CEO OS V3 20260616 with Matt Kesby, do the real work with Anita, and leave with a Claude routine built into how you lead.