The MSP Toolkit Brief | Issue 3

Your resource for tools, solutions and special offers for MSPs

Issue 3 | April 2026 | By Len DiCostanzo

AI is moving fast. But if you’ve been following along, you already know that speed without structure is just expensive chaos – especially for MSPs.

In this issue, I’m sharing two things I was personally involved in that I think are worth your attention.

First, a quick spotlight on Goodweek, a client I’ve been working with on their MSP GTM strategy, who just won Best Go-to-Market Strategy and Best Market Opportunity Day 1 at ASCII Edge NY – NJ 2026. The recognition was peer-voted, which makes it mean more. I’ll tell you why I think what they’re building matters for you and your clients.

Second, I was at MSP Summit 2026 in Las Vegas running an AI & Automation Workshop and moderating a panel of experts focused on turning AI into real recurring revenue. The rooms were packed and the conversations were sharp, which tells me MSPs are done talking about AI and ready to execute. I’m sharing the key takeaways from both sessions because the practical stuff is too good not to pass along.

Let’s get into it. 👇

Topics for MSPs

Award-Winning AI Management Built for MSPs

Employees across your client base are already using AI tools like ChatGPT, Claude, Gemini, and more – often with personal emails, loading confidential data into public platforms, and operating in complete silos. You’re responsible for your clients’ security. That’s your blind spot. And many MSPs are carrying the risk for free.

MSPs face two critical gaps, and Goodweek closes both.

The Governance Gap: You can’t manage what you can’t see. Goodweek gives you visibility and control of AI tools used across every client.

The Revenue Gap: Only a handful of AI tools offer an MSP reseller path today. Goodweek opens the door to reselling multiple leading AI tools.

Goodweek is a multi-client AI management platform designed to help MSPs bring structure, security, and real business value to how AI is used, both within their own operations and across their clients’ organizations. Rather than allowing teams to experiment with disconnected AI tools, Goodweek centralizes governance, giving MSPs the ability to resell leading AI tools across their client base, set usage policies, monitor activity in real time, and ensure compliance across every department. This makes it just as valuable internally for streamlining service delivery and operations as it is externally for guiding clients through safe, effective AI adoption while generating revenue their clients were spending directly with AI tool vendors.

That approach is already gaining industry recognition. Goodweek’s AI Management Platform earned two awards at ASCII Edge 2026, Best Go-To-Market Strategy and Best Market Opportunity Day 1, highlighting its strong positioning for MSPs looking to turn AI into a scalable and profitable service offering.

What sets Goodweek apart is its ability to integrate AI directly into existing systems and workflows. Instead of relying on generic AI outputs, the platform injects company-specific data and context, turning AI into something that is actually useful for day-to-day operations, from generating reports and analyzing financial data to supporting sales, marketing, and HR functions. MSPs can leverage these capabilities within their own business while also deploying customized AI Spaces for clients, enabling tailored workflows that align with each organization’s unique processes and creating opportunities for differentiated services and new recurring revenue streams.

From a service delivery perspective, Goodweek positions MSPs to move beyond basic support and reselling AI tools into AI strategy and enablement. With multi-client management, enterprise-grade security, model-agnostic flexibility, and built-in data isolation, MSPs can confidently standardize AI usage internally while offering scalable, secure AI solutions to clients without locking anyone into a single ecosystem or exposing sensitive information. The result is a unified approach to AI that helps MSPs operate more efficiently while delivering smarter, more impactful outcomes for their clients.

For more information or to schedule a demo, visit: the msp tool page for Goodweek.

AI & Automation Workshop — A Blueprint for MSPs and Channel Partners to Drive Client Success

At MSP Summit 2026, I delivered my “AI & Automation Workshop: A Blueprint for MSPs and Channel Partners to Drive Client Success” to a room full of fully engaged attendees. The level of participation and the practical conversations that followed confirmed what many of us are seeing in the market: MSPs and Tech Advisors are ready to move beyond AI hype and deliver tangible value.

Rather than lecture, we worked through live examples and hands-on activities showing MSPs how to identify automation opportunities, map client processes, and build actionable roadmaps. A major theme was the full revenue arc: from initial discovery and paid roadmap engagements, to implementation projects, and ultimately to managed services and recurring revenue through Digital Assistant as a Service (DaaS). The core message: the real margin and growth come from intentionally linking these phases together, not treating them as isolated efforts.

Panel — From Discovery to Revenue: Executing AI & Automation at Scale

My MSP Summit 2026 panel, “From Discovery to Revenue: Executing AI & Automation at Scale,” drew a packed room and strong post-session feedback. The conversation cut through the AI hype and focused on what MSPs actually need to build repeatable revenue from AI and automation—discovery, roadmap, execution, and ongoing managed services.

Five takeaways stood out: don’t start with AI—start with friction; AI and automation discovery is real consulting work, and it should be monetized; a roadmap is only valuable if it drives action; execution friction isn’t about tech—it’s about ownership and change management; and the money compounds in recurring services. The feedback confirmed what many of us already know: MSPs are ready for AI and automation—they just want a clearer, more practical path forward.

Len Headshot - Circle blue outline

Len DiCostanzo

CEO of MSP Toolkit

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!