Your AI initiative is too expensive and underdelivering.

No one summits AI alone. Why should you? We’re veteran AI experts who ensure every dollar you invest delivers a measurable Return on AI (ROAI™).

  • Free 30-min call
  • No commitment
  • Real AI experts
AI Sherpa climbing to the summit

Our founders’ work has helped AI teams at

Every AI expedition starts with three questions.

Which mountain should you climb?

Which mountain should you climb?

  • What are you doing with AI today?
  • What should you buy, build, and ignore?
How do you summit safely?

How do you summit safely?

  • Where are you stuck?
  • How do you manage AI risk?
What can you expect afterwards?

What can you expect afterwards?

  • How do you measure Return on AI (ROAI™)?
  • What’s it worth to your business to get this right?

Avoid the death zone.

Most AI initiatives don’t fail at the summit. They freeze in the death zone, caught between moving too slow and moving too fast.

The Waiting Zone

Hesitate, and the gap widens every quarter. Most leaders aren’t equipped to wait it out.

Only 8% of senior executives truly grasp the AI they’re funding. — Salesforce, 2026

The Reckless Zone

Move fast without guardrails and AI stops being speed — it becomes exposure.

40% of AI-built apps leaked sensitive data to the open web. — WIRED, 2026

The Blind Zone

What you can’t see, you can’t govern. Most AI use is already happening in the shadows, on tools no one approved.

67% of executives believe an employee has already leaked data through an unapproved AI tool. — WRITER, 2026
Over 59% of companies invest $1M+ a year in AI.
But only 29% actually see real ROI from it.
Yet still… 90% raise AI budgets even when it underdelivers.

The difference between the 29% and everyone else? A guide who’s summited before.

Sources: WRITER 2026 AI Adoption Survey · Bain, via PitchBook

Why climb with an AI Sherpa?

An AI Sherpa is the difference between successfully reaching the summit and falling short at the death zone. Let us GUIDE™ you to the top.

G

Get clarity

One hour with a Sherpa beats 20 hours of self-research. You’ve been circling the same block for 45 minutes. They know exactly where the garage is.

U

Unblock decisions

Your most important AI decisions are too valuable to leave unanswered. You can Google your symptoms for free, or spend an hour with a specialist who’s seen 10,000 cases.

I

Insure against risk

A wrong AI decision costs 10–100× more than the advice that would have prevented it. Nobody skips the soil test before pouring a foundation.

D

Deliver results

Leave with decisions, action items, and a clear path forward. A Sherpa doesn’t hand you six routes — they tell you which to take, and walk it with you.

E

Edge over the rest

The organizations that get AI right today will be hard to catch tomorrow. If it’s 1995 and someone offers you help navigating the internet, would you take it?

Meet your Lead Sherpas.

Founders and executives who’ve built it, shipped it, and sold AI.

Adrian Rosebrock

Adrian Rosebrock

Technical Sherpa · CEO

PhD in computer science and artificial intelligence. Founder of PyImageSearch, the world’s largest computer vision education platform (acquired 2021). AI architect, investor, and operator.

Chenny Xia

Chenny Xia

Implementation Sherpa · CIO

Co-founder of Gotcare, Canada’s largest AI-enabled home-care platform. Board member and advisor to Coralus (200+ ventures). Expert in organizational change, process design, and facilitation.

Danny Feldman

Danny Feldman

Growth Sherpa · CGO

Two-time founder, two exits. Growth strategist scaling technology and consumer businesses through go-to-market, partnerships, and product-driven growth.

Getting to the summit.

Nobody starts at the summit. We guide you through Base Camp and Advanced Camp first.

Base Camp · AI Advisory

Start here

On-demand AI Advisory. Two 60-minute sessions with our Lead Sherpas. No long-term commitment.

$1,000

  • Evaluate AI tools before you buy
  • Vet vendor pitches
  • Build-vs-buy recommendations
  • Pressure-test your roadmap
  • Navigate governance & risk
Book Now

Advanced Base Camp · AI Strategy

Alignment across leaders, functions, and departments.

From $10K

  • Leadership strategy workshop
  • AI readiness & opportunity assessment
  • Prioritized AI roadmap
  • Governance recommendations
  • Executive recommendations report
Let's talk

Summit · AI Operating System

Your company-wide AI Operating System™, built and integrated.

Custom

  • Custom AI solution architecture
  • AI Operating System blueprint
  • Agent & workflow design
  • Knowledge & retrieval systems
  • Governance & security controls
Let's Talk

The AI Operating System™

Company-wide AI isn’t a tool you buy, it’s a system you run. We turn your scattered AI experiments into a real measurable advantage.

Identity & Access

Who on the team can use AI?

Secure access to approved AI tools and agents.

Data & Knowledge

What can AI access?

Turn organizational knowledge into an AI-ready asset.

Governance & Guardrails

What is AI allowed to do?

Safely use AI while protecting privacy, security, and compliance.

Workflow & Automation

How does AI get work done?

Embed AI into operations and decision-making.

Enablement & Adoption

How do people work with AI?

Drive org-wide AI proficiency and utilization.

Measurement & Optimization

How does AI grow over time?

Continuously improve adoption, performance, and value.

Company Logo

“I lead a large team here at GE, and I gotta say, your work is awesome. I’ve been able to considerably strengthen my knowledge about AI, which has enabled me to steer the team in entirely new directions.”

Magnus Akesson

Magnus Akesson

CIO & VP, General Electric
Connect with us

Have a question?

Not ready to book a call? Send us a note and a Sherpa will get back to you — usually within one business day.


Danny Feldman

Tell us where you're stuck. We'll point you to the next move — no pitch, no pressure.

Danny Feldman

Growth Sherpa · CGO

Book your intro call

Your AI expedition starts with one conversation.

Book a free intro call and leave with clarity on your next move.

To the summit