Coaching

Work With Carlo

Coaching for Leaders Navigating AI

One-on-one coaching for leaders figuring out what AI actually changes about how they lead.

Most leaders know AI matters. They are not ignoring it. But somewhere between the hype and the how-to, they got stuck.

Maybe your company rolled out tools. Maybe your team is experimenting. Maybe you have used ChatGPT enough to know it matters, but not enough to know how it should change the way you lead.

This coaching is for that gap.

I am a physician making high-stakes decisions in clinical environments. I also build AI systems as core tools that help run my work and brand during a demanding residency schedule. That overlap shapes how I coach.

What We Work On

Whatever is actually blocking you.

Sometimes that means building AI systems for your team: context containers, workflows, decision frameworks, and review habits.

Sometimes the questions are more fundamental. How do I make decisions differently now that AI is in the picture? How do I lead a team that is half-skeptical and half-obsessed with these tools? How do I stay relevant without turning into someone I do not recognize?

This is not a course.

It is you and me on a call, working on your specific situation, with follow-up between sessions.

This is probably right for you if:

  • You lead people and are responsible for outcomes.
  • AI is changing your job, team, or industry.
  • You want practical guidance from someone working inside the problem.
  • You want honest feedback, not performance theater.

This is probably not right for you if:

  • You want someone to build your tools for you while you stay hands-off.
  • You want motivational content instead of direct feedback.
  • You will not do the work between sessions.

Apply

Apply to Work Together

Takes about three minutes. I review every application personally and will get back to you within a few days, even if it is not the right fit.

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Contact Carlo

All views expressed are my own and do not represent the views of the Department of Defense, the U.S. Army, or any government agency.

FAQ

Questions before you apply

Who is The AI-Empowered Manager sprint for?
Mid-career managers, directors, and executives leading teams through AI adoption. If you feel the pressure to integrate AI without losing human judgment, this is built for you.
How does the 30-day sprint work?
Four weeks of 1:1 work. Week 1 we audit your team’s bottlenecks. Week 2 we build your custom AI Context Containers. Week 3 we deploy them in live workflows. Week 4 we lock in the habits and culture that keep your team human-led and AI-assisted.
What is an AI Context Container?
A simple framework that gives any AI tool enough context about your team, your standards, and your voice to produce work you would actually want to send. It is the difference between AI that sounds like a generic chatbot and AI that sounds like your team at its best.
What is the time commitment?
Two 60-minute Zoom calls per week plus light async work between sessions. Designed for leaders with no extra time.
Is this a group program or 1:1?
1:1 only. The whole point is custom Context Containers for your team, not generic templates.
What is the investment?
Five hundred dollars beta pricing for a limited number of spots while we refine the program. Standard pricing will be higher once the beta wraps.