Central Mafia User Group September 2025

Sep 16, 2025

Trade Show

Burr Ridge, IL

Event Description

We're proud to sponsor the upcoming Central Mafia User Group Meetup—a completely free event build by MSPs, for MSPs.

This isn't your typical conference. It's a grassroots-style meetup designed by peers who understand the unique challenges MSPs face—offering practical conversations, tactical learning, and a true sense of community.

What you can expect:

  • Real peer insights and open discussions—not vendor pitches

  • Actionable breakout sessions on cybersecurity, AI, automation, project and service delivery

  • A relaxed welcome reception and a fan- favorite cornhole tournament

  • Free access to a growing network of MSPs who are solving and scaling together

If you're looking for a space to learn, collaborate , and grow your MSP alongside people who get it—this is the event for you.

Highlights

Matthew Pincus

Speaker

Join Matt on September 17th following lunch for a session on:

How to (Not) Replace Your Entire Team with AI

AI promises to transform IT support, but it’s not a magic bullet. In this engaging session, Helpt co-founder Matthew Pincus unpacks where AI actually fits in an MSP service desk and where humans remain irreplaceable.

Through real-world lessons (and a few laughs), Matt shows how to:

  • Identify the tasks AI can handle today, like triage, routing, and documentation.

  • Blend automation with human empathy to improve customer experience.

  • Avoid the pitfalls of overpromising AI while keeping your team productive and customers loyal.

Whether you’re experimenting with AI or skeptical of the hype, this session will give you a practical framework for using AI as a teammate, not a replacement.

Sign Up for the Event

Sign Up for the Event

Join us for an exclusive opportunity to connect and discover how we can help you achieve your goals.