1-on-1 AI Coaching for Executives. Get fluent and build leverage—fast.
I'll sit with you 1-on-1, look at how you actually work, and coach you hands-on with the latest AI tools to multiply your daily leverage.
Complimentary 30-minute intro call. Sessions from $1,000.
Background
I'm Pete Enestrom—Yale undergrad and Columbia MBA, venture-backed founder, and former Microsoft and Intel. I've spent the last four and a half years going deep on every major AI tool so you don't have to figure it out alone.
Tools I Work With
The Real Problem
It's not that you're behind. It's that you're stuck.
You've tried ChatGPT. Maybe you've played with a few prompts. But you're still doing most of your work the old way—because no one has sat down with you to show you how to actually integrate these tools into your day-to-day work.
Meanwhile:
You don't need another article about AI. You need someone experienced to sit with you and show you what to do.
What You'll Get
This isn't a lecture. It's a hands-on working session.
I'll look at your actual workflows—how you communicate, research, write, analyze, and decide—and show you exactly how to multiply your speed and leverage with AI every single day.
You'll Walk Away
Knowing How To
Master the tools and personal systems that transform how you operate—from rapid research to building your own automated workflows.
Think with AI
Reclaim Time
Research at Speed
Build Without Code
Choose Wisely
It's not tool mastery.
It's executive leverage.
Workflows You'll Master
Two Ways
to Work With Me
Both start with a complimentary 30-minute intro call, so we can make sure it's the right fit before you pay anything.
The Deep Dive
One-on-one session
$1,000
Best for getting up to speed fast.
The Intensive
Deep immersion, hands-on
$3,500
Best for walking away with systems built.
Want it built for you? Zaigo, my AI build team, can take it further and build custom AI systems for your company.
Training a leadership team? Workshops are scoped to your team. Mention it when we meet.
Who
This Is For
You're running a company or leading a team. You're good at what you do. But when it comes to AI, you're stuck somewhere between curious and overwhelmed.
This is for you if
You've dabbled with ChatGPT but never built it into how you actually work
You know your competitors are moving faster and it's starting to bother you
You want your team to adopt AI but you can't lead what you don't understand
You're tired of reading articles and want someone to just show you
This is for leaders who want to learn it themselves—so they can lead from the front.
About
I'm Pete.
I've spent my career at the intersection of technology and business—and the last four years going deep on AI.
Not the theory—the practical day-to-day execution. As Co-Founder & CTO of Zaigo, I coach founders and executives on how to master AI tools, build personal leverage, and transform how they work.
$10M+ raised as Founder/CEO from top-tier VCs and founders from Warby Parker, Harry's, and Allbirds.
Background
Tools I Use Daily
What People
Are Saying
Each of our sessions was very different. Pete helped me download and personalize a few modern AI tools... and work through tips and use cases to make search, drafting, thinking, research richer. You should schedule a one-on-one as well.
Shoshana Vernick
Avathon Capital, recommending Pete to a colleague
Frequently Asked
Questions
Everything you need to know before we start working together.
Not at all. Most of my clients are operators and business leaders, not engineers. If you can use email and a web browser, you can learn this.
No. This is 1-on-1 with me, Pete Enestrom: a person who teaches you to use AI on your own work. Some products called AI coaching are apps that coach you on leadership, which is a different thing.
It depends on your business. We'll cover Claude, ChatGPT, Perplexity, Cursor, and custom agentic workflows—tailoring the session to what is actually useful for your operations.
Just come ready to share how you actually work—what you spend your time on, where you feel bottlenecked, what decisions you're making. I'll handle the rest.
Either. I'm based in the Greenwich, CT and New York City area and happy to meet in person there. I also travel to clients across Connecticut, Westchester, Long Island and New Jersey, and in Boston, Philadelphia, Washington, DC, Chicago, Dallas, Houston, Atlanta and Miami. Remote sessions work anywhere in the US.
Yes. After our 1-on-1 sessions, many clients bring me in to run coaching workshops for their leadership team, or engage our team at Zaigo to build custom AI workflows for their operations.
The 2-hour Deep Dive is $1,000 and the half-day Intensive is $3,500. Both start with a complimentary 30-minute intro call, which you can book on this site. Prefer email? pete@zaigo.ai works too.
Where I coach
In person in Greenwich, New York City and 12 regions
I'm based in Greenwich, CT and New York City, and I travel to your office for in-person sessions in these regions. Remote sessions work anywhere in the US.
A short drive or train from Greenwich and New York City
I travel to you
- AI coaching in BostonBoston, Cambridge, Waltham, Providence
- AI coaching in PhiladelphiaPhiladelphia, the Main Line, King of Prussia, Wilmington
- AI coaching in Washington, DCDC, Arlington, Tysons, Bethesda
- AI coaching in ChicagoThe Loop, North Shore, Oak Brook, Schaumburg
- AI coaching in DallasDallas, Fort Worth, Plano, Frisco
- AI coaching in HoustonHouston, Energy Corridor, The Woodlands, Sugar Land
- AI coaching in AtlantaBuckhead, Midtown, Alpharetta
- AI coaching in MiamiBrickell, Coral Gables, Fort Lauderdale, Boca Raton
Stop reading about AI.
Start using it.
Start with a 30-minute intro call. A conversation about how you work and where AI fits.