Cultivate a team that outperforms with AI.
The best teams have 8–10× the productivity of median operators.* We move founders, CEOs, execs, and their teams along that curve.
* McKinsey, State of AI.
Four programmes, one method.
Coaching is organised by the seat you sit in, not by topic. The work is designed around the calls already on your desk and the team already on your payroll.
Founder and CEO coaching
For operator-founders and CEOs at established companies setting AI direction across the company. Strategy, hiring, personal operating model.
Explore Founder & CEO Coaching →CMO coaching
For marketing leaders making AI calls about content, research, campaign ops, and team structure.
Explore CMO Coaching →Product management coaching
For CPOs, VPs, and directors of product working out where AI fits in discovery, delivery, and the roadmap.
Explore Product Management Coaching →Team coaching
For senior product and marketing teams designing their AI-native operating model collectively, not as a top-down mandate.
Explore Team Coaching →Designed around the work, not a curriculum.
Every engagement starts with a 30-minute intro call. By the end we both know whether coaching is the right format and where to point it. If it isn't, we say so.
- i. Cadence. Typically fortnightly 60/90 minute sessions over three to six months. Async between sessions. More intense sprints possible for certain contexts.
- ii. Agenda. Agenda is coachee-driven. You bring the decisions, problems, drafts, board questions, and workflows already on your desk.
- iii. AI as the lens. Every session sits behind the same question: how can AI create value in this part of your system.
- iv. Capability transfer. The success metric is what you can do in 3-6 months. If you haven't measurably improved your output, we failed.
What you'll do differently three months in.
The tools are the easy part. The concepts behind them are harder. The work is applying both in contexts no one briefed you on, and spotting the next opportunity without being prompted.
- 01 You can articulate, in one paragraph, where AI has changed the economics of your business and where it is not needed.
- 02 You have redesigned at least one core workflow around AI, not bolted AI onto an old one.
- 03 Your team is surfacing AI opportunities every month, and killing the tempting-but-wrong ones with reasoning you can audit.
- 04 The judgement travels. What worked in marketing gets adapted into product, ops, and support without anyone asking for a new playbook.
Some of the operators we've worked with.
“As part of a successful startup, I moved into my first C-level position relatively quickly.
Jayson was easily able to understand our business and break down my challenges in ways which helped me to solve them much more quickly and creatively than could have doing it alone. Jayson was a large contributor to most strategic topics I went through during our time together, both as a coach and accountability partner.”
- Gridscale
- Continuo Foundation
- Grandpad
- BairesDev
- CloudTask
- BetterEngineer
What coaching isn't.
- i. It isn't life coaching. We coach the operator, not the person. The conversations are personal because the work is personal, but the unit of value is a better decision in the business.
- ii. It isn't us telling you what to do. The work is questions, pokes, steers and suggestions. The call stays on your side of the table. Decisions you arrive at survive contact with your business; ones handed to you don't.
- iii. It isn't done for you. We won't ship the AI work into your stack. We coach the people who do. Agents in your business should be owned by people on your payroll.
More on the working principles on the about page.
Start with a 30-minute intro call.
We'll talk through your goals, your team's current maturity, and what you've already tried. Then we'll explain if we can help and the recommended programme.