MSP Summit - Club 501 Workshop - Orlando, FL

Build, Monetize, and Scale Your AI Practice

MSP Summit is where the industry’s top power players unite. At this year’s event, MSPs learned how to build, monetize, and scale their AI Practice by attending this Club 501 Workshop led by Len DiCostanzo (CEO, MSP Toolkit). A collection of AI & managed services experts shared practical insights—not just theory—so attendees can lead AI conversations with clients and future-proof their MSP businesses.

Attendees walked away with a 90-day roadmap to enhance or launch their AI practice.

Len DiCostanzo with Workshop Attendees

The workshop covered:

AI Fundamentals for MSPs

Building & applying core concepts internally and for clients

Using AI to Improve Workplaces

Supporting people rather than replacing them

Packaging AI as a Service (AIaaS)

Pricing, bundling, and go-to-market strategies

Selling & Monetizing AI

A look at new and exciting ways to generate revenue with AI

Operationalizing AI

A 90-day step-by-step roadmap to launch your AI practice

One attendee shared:

“Thank you and your team for delivering presentations that will help me prepare my MSP for this huge opportunity in AI.”

Thank You to Our Expert Speakers:

Len DiCostanzo  (CEO, MSP Toolkit)

Chance Weaver  (Vice President of AI Adoption for the Americas, Pax8, & 2023 MSP 501 Lifetime Achievement Winner)

Terry Hedden  (CEO, Marketopia)

Pam Diaz  (CEO & President, Entara an Abacus Group Company)

Jared Brantley  (Chief Automation Officer and Co-Founder, Raven Automation)

Club 501 Workshop Speakers

This event was held at:

Location: Loews Royal Pacific

Session Date: Monday, September 15

Time: 1:00 pm – 4:00 pm

Interested in learning more about this topic? Book time with us!

Webinar

Digital Assistant as a Service

How MSPs generate MRR with AI powered Intelligent Automation

Thursday, November 20th, 2025 | 11:00 AM EST