The AI Mastermind Boardroom for MSP Leaders

An invite-only peer group for MSP founders and senior executives building the next generation of Managed Intelligence Providers.

10 Executives Per Boardroom  |  Quarterly In-Person  |  ITBD HQ, New Jersey

Why This Boardroom

Most Peer Groups Aren't Built for .
Where You're Headed.

If you’ve been in a peer group before, you know the pattern. A mix of operators at different stages, monthly calls that drift across general business topics, and the occasional guest speaker

But if you’re actively building an AI-first MSP, that format won’t give you what you need.The decisions you’re making right now, about AI adoption, service architecture, automation investment, and valuation strategy, compound. Get them right and they build on each other.

The AI Mastermind Boardroom is an invite-only community for MSP entrepreneurs building toward Managed Intelligence Providers (MIPs).

Ten executives per boardroom. Quarterly two-day in-person sessions at ITBD headquarters in New Jersey. Monthly accountability calls in between.

THREE CORE PILLARS

Three Pillars, One Direction

Every boardroom session is structured around three focus areas that compound over time.

Build a Resilient MSP

Scale through AI without letting delivery quality or margins slip.

Protect and Grow Valuation

Build toward MIP-level discipline. Buyers pay premiums for MSPs that offer that level of visibility.

Lead in an AI-First Market

Lead your team and position your MSP as the market shifts around you.

THREE TIERS

Find Your Boardroom, Built Around Your Revenue Stage

Each boardroom is organized by revenue stage so the conversations are relevant to where you are, not where someone else is.

BUILD

Growth Builders

$2M–$10M Revenue

You’re growing. Now it’s time to build the infrastructure that keeps delivery quality intact as you scale. Conversations focus on team structure, AI readiness, and building toward your first major valuation milestone.

Choose Your Session:

Pricing Card

Monthly

$750

Enroll Monthly

Yearly

$8,100 Save 10%

Enroll Yearly

SCALE

Accelerators

$10M–$30M Revenue

You’ve proven the model. Now you’re optimizing it. Conversations focus on margin improvement, automation ROI, leadership development, and the operational decisions that move your valuation from good to strong.

Choose Your Session:

Pricing Card

Monthly

$1000

Enroll Monthly

Yearly

$10,800 Save 10%

Enroll Yearly

ELITE

Enterprise Leaders

$30M+ Revenue

You’re running a complex operation with a long-term view. Conversations focus on enterprise-grade AI strategy, multi-brand or multi-market operations, strategic partnerships, and positioning for a high-value exit or acquisition.

Choose Your Session:

Pricing Card

Monthly

$1,250

Enroll Monthly

Yearly

$13,500 Save 10%

Enroll Yearly

THE EXPERIENCE

Two Days That Change How You Lead

Quarterly | 2 Days In-Person

Each quarterly session runs two full days. They’re structured, but not rigid. The agenda gives you a framework. The room gives you the real value.

Day 1: Strategy (LEARN IT)

Hands-on AI workshops covering data readiness, intelligent automation, and the strategic decisions that affect how your MSP operates and what it’s worth.

Day 2: Execution (LIVE IT)

Peer accountability sessions built around real challenges you’re facing. Experimentation turns into enterprise-wide adoption when the people around you have done it too.

Between Sessions: Monthly Accountability Calls

The quarterly sessions set direction. Monthly calls keep execution honest. You’ll work through the commitments you made in person, share what’s moved and what’s stuck, and pressure-test upcoming decisions before you make them, not after.

WHO THIS IS FOR

Built for Operators, Not Observers

The AI Mastermind Boardroom isn’t designed for people exploring AI. It’s built for MSP founders and executives who have committed to building an AI-first business and want to do it alongside a small group of peers at the same level.

MSP Founders and CEOs

Setting the strategic direction for how AI shapes your MSP’s future, competitive positioning, and long-term value.

Senior Executives and Operators

Responsible for making AI strategy work inside the business, from service delivery to margins to team structure.

Ownership and C-Suite Leaders

Controlling AI investment, resource allocation, and the organizational decisions that come with building a next-generation MSP.

Membership is invite-only. Every applicant is reviewed to make sure the cohort remains focused, relevant, and high-trust.

WHY IN PERSON

Why It Happens In Person

There are plenty of virtual peer groups for MSPs. This isn’t one of them. The relationships that actually move your business forward don’t happen on a Zoom call. They happen in a room where everyone is fully present, equally invested, and willing to say the things you don’t say on a webinar.

The Multiplier Playbook™

Frameworks for building valuation, not just EBITDA. Covers the operational, financial, and leadership decisions that compound over time and affect what your business is worth.

AI Managed Services Toolkit

Practical resources for embedding AI into your internal operations and your client-facing service offerings. Built for MSPs at each tier, not generic AI guidance.

Benchmark Dashboards

 See how your MSP compares to peers across valuation multiples, profitability, and AI adoption. The numbers that matter, put in context.

Executive Scorecards

 Track the goals and commitments you set inside the boardroom. Accountability doesn’t stop when the two days end.

What MSP Leaders Say

How MSP Leaders Feel In the Peer Group

THE PATH

The Accelerator Is Where It Starts, The Mastermind Is Where It Compounds

1

Start

AI Accelerator

2

Finish

AI Mastermind Boardroom

HOW TO JOIN

Apply to Join the AI Mastermind Boardroom

Seats are limited to 10 executives per boardroom. Every applicant is reviewed before acceptance. We’re looking for MSP founders and senior executives who are actively building toward an AI-first operation, not exploring the idea.

To be considered, you should be:

ENTERPRISE TRUST

Trusted by Growth-Focused MSPs

40%
Manual Workflows automated

30%
Lower Dispatch Cost

50%
Faster Resolution

SOC 2
Type II Certified

900+
Engineers

Trusted by 400+
Growth-Stage MSPs

We've been doing a lot of AI services for the past three years. The experience brought structure and best practices.

Ahmad Mehmood
Founder & CEO
in

AI is evolving fast. It’s critical for peers to bring back ideas that actually work.

Bill McLaughlin
CEO
in

Everything we've done has been high quality—with the right people and content.

Habib Malik
CEO
in

AI innovation must be paired with strong governance and security.

Sarin Regmi
CTO
in

40% of our workflows automated — that’s real AI impact.

Sean Francis
CEO
in

The AI Accelerator sessions were practical and to the point. I left with a better framework for thinking about AI and a few things I can put to work right away.

Steven B. Plumlee
Certified CIO
in

Ready to build the next generation of your MSP alongside the people doing the same?

Apply today. Seats are limited.

FAQs

Common Questions About AI Masterminds – Peer Group

How is this different from other MSP peer groups?

Most peer groups bring together operators at different stages with general business topics on the agenda. The AI Mastermind Boardroom is organized by revenue tier, focused specifically on AI strategy and MSP-to-MIP transition, and limited to 10 executives per boardroom. The conversations are tighter and more relevant because the group is built that way intentionally.

How often does the group meet?

Quarterly in-person sessions at ITBD headquarters in New Jersey, plus monthly accountability calls between sessions. The quarterly sessions are two full days. The monthly calls are working sessions, not updates.

What if I can't make a session?

Attendance matters here. Members are expected to be present. If a conflict arises, reach out to the boardroom coordinator. Consistent absence affects the entire group, so it’s a factor in ongoing membership.

Is this only for ITBD clients?

No. The AI Mastermind Boardroom is open to any qualified MSP founder or executive who meets the criteria. ITBD clients and non-clients are welcome to apply.

How do I know which tier is right for me?

Tiers are organized by annual revenue: $2M to $10M (Build), $10M to $30M (Scale), and $30M+ (Elite). When you apply, the team will confirm which boardroom is the right fit based on where your business is today.

Let's get started