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I'm Teaching MSPs How to Actually Get Paid for AI. Join Me at MSP Summit.

Monday, September 28, 2026 | 1:00 to 4:00 PM | Coral Sea 2, Loews Royal Pacific Resort, Orlando

Every MSP I talk to is doing something with AI. Very few of them are getting paid for it. That’s the gap I want to close, and it’s exactly why I’m heading to Orlando this September.

At MSP Summit 2026, I’m leading a hands-on workshop called Monetizing AI: The MSP Playbook for Scalable Success. I want to be clear about what this is and what it isn’t. This isn’t three hours of slides about where the industry might be headed someday. It’s a working session built to send you home with a plan you can actually put on an invoice.

Why I'm doing this

I’ve spent my career watching what separates the MSPs who profit from change from the ones who just chase it. Right now, AI is that change. The experimentation phase is over. The MSPs who win the next few years are the ones who turn all that tinkering into real consulting work, real recurring revenue, and real margin. That doesn’t happen by accident. It happens with a playbook, and that’s what we’re going to build together in that room.

Who this workshop is for

This workshop is for channel partners running a managed services practice who are ready to move past “we tried some AI” and into scalable, billable services. If you’re an owner mapping out next year’s growth, a service delivery lead trying to productize what your engineers are already doing, or a vCIO who wants a smarter client conversation, this is for you. We’ve built it to be interactive on purpose. You’ll hear from experts, but you’ll also hear from MSPs who have already scaled AI services and lived to talk about it.

What you will walk away with

Over three focused hours, my goal is for you to leave with real competency in the moves that generate revenue:

  • Spotting and prioritizing the AI and automation opportunities already hiding inside your clients’ environments
  • Turning discovery and roadmap work into billable consulting instead of free advice
  • Converting one-off AI projects into recurring managed services, including Digital Assistants as a Service (DaaS)
  • Making smart build-versus-partner decisions so you can scale without burning out your team
  • Leading the AI conversation with your clients responsibly, so trust and revenue grow together

We’ll also work through exercises that apply all of this directly to your business, so you’re not just taking notes. You’re starting the plan.

Ready to join me in Orlando?

MSP Summit 2026 runs September 28 to 30 at the Loews Royal Pacific Resort at Universal in Orlando. When you register, use my code DICOSTANZO to save on your pass. Here’s what it gets you as a qualified channel partner:

  • $0 Expo + Keynote Pass (free)
  • $279 Summit Pass, which is the pass you’ll need to join me in the workshop

Promo codes are valid for qualified partner business types only. Offer valid for qualified channel partners only (MSPs, agents, resellers, integrators, and end user consultants) until Friday, September 25 at 11:59 p.m. ET. You must use the code to receive the discount. Discount not valid for industry suppliers, nor current or previous sponsors or exhibitors. Non-transferable. Not valid on previously paid registrations.

Event

MSP Summit

Join Len at MSP Summit

Monetizing AI Workshop: The MSP Playbook for Scalable Success

Sept 28, 2026 | Loews Royal Pacific Orlando, FL

Registration discount codes coming soon!