From Managed to Essential: A Sounding Board for MSP leaders.

The market is not waiting. Clients who never used to ask about security posture are asking now - and 47% say they would switch providers for a stronger cybersecurity offering. The window to build a credible MSSP practice on your own terms is narrowing, and the operators who cross successfully do not improvise their way across.

On June 23, 2026, MTMG and Dirigo bring together MSP owners, founders, and operators at The Dirigo Center for a practitioner-led evening built around the decisions that actually define the MSP-to-MSSP transition. The tools that separate a defensible security practice from a marketing claim. The pricing models, team structures, and client conversations that determine whether the move is real or cosmetic. The operational realities that polished vendor roadmaps tend to leave out.

Two moderated panels. Practitioners who live inside the MSSP space every day. A room intentionally limited in size because the quality of the conversation depends on the quality of the room.

If the question of whether — and how — to make the move to security services is one you are genuinely sitting with, this is where that conversation belongs.

Info: The evening begins on the floor, not a stage. Arrive, settle in, and connect over refreshments and appetizers. The room is arranged for conversation from the moment you walk in.

Info: Tim Hebert of Dirigo and Paul Knittle of MTMG open the evening with context, not housekeeping. Why this conversation. Why now. Why this room.

Info: An honest conversation about what the MSP-to-MSSP transition actually demands - financially, operationally, and culturally - before you commit to a direction. Practitioners bring perspective from the table. The floor is open for questions throughout.

Info: A deliberate pause built into the program. Refresh your drink, visit partner tables, grab a bite, continue conversations from Panel One, and connect with the people in the room. The room stays warm.

Info: The practical half of the evening. Practitioners who have guided MSPs through the transition speak to tooling decisions, compliance realities, funding options, staffing challenges, and how to bring clients along without losing them. Real scenarios. Honest trade-offs.

Info: A brief, human close from MTMG and Dirigo. The room stays open for the conversations the panels will have started.

Know what’s Happening Next — before everyone else does.

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Host or Publisher MTMG