Len’s AI & Automation Sessions at Channel Partners Expo & MSP Summit 2026
April 13-16 | The Venetian | Las Vegas
AI & Automation Workshop: A Blueprint for MSPs and Channel Partners to Drive Client Success
April 13 | 10:40 am - 12:20 pm
AI and automation represent transformative growth opportunities for managed service providers and channel partners, yet many struggle to determine where to start, how to set realistic expectations, and how to turn interest into measurable, profitable outcomes. This in-depth workshop, led by Len DiCostanzo, founder of MSP Toolkit and a former MSP, is designed to provide attendees with a practical, “AI Practice in a Box” framework. The session will empower MSPs, technology advisors, agents, and other channel partners to lead successful AI and automation discovery engagements and convert them into ongoing revenue opportunities.
Key Takeaways:
- Learn how to facilitate a repeatable, client-ready discovery workshop to uncover AI-powered automation opportunities and position it as a billable advisory service.
- Develop a budgeted AI & automation roadmap, including cost estimates for building and operating AI-powered Digital Assistants (DaaS) and ROI projections tied to time savings, error reduction, and scalability.
- Explore execution strategies, including building in-house, partnering for delivery, or adopting a hybrid approach, to turn discovery into recurring revenue streams.
In addition to these takeaways, attendees will gain insights into identifying and prioritizing business processes suitable for automation, structuring the discovery process from start to finish, and leveraging the roadmap to drive new project revenue, recurring monthly revenue, and bundled services such as governance, optimization, and service desk workflows. This workshop provides a clear, replicable blueprint to guide client conversations and create a seamless path from discovery to roadmap to revenue.
For those looking to dive deeper, attendees are encouraged to join the follow-on panel session, AI & Automation Workshop: From Discovery to Revenue: Executing AI & Automation at Scale, on Tuesday afternoon. This session will explore real-world pricing, execution models, and revenue strategies in greater detail.
Speakers & Facilitators
Len DiCostanzo
CEO
MSP Toolkit
Panel: From Discovery to Revenue - Executing AI & Automation at Scale
April 13 | 2:35 pm - 3:40 pm
Discovery is just the starting point — the true value and revenue lie in execution. This moderated panel discussion, led by Len DiCostanzo, founder of MSP Toolkit and a former MSP, will focus on how organizations are transforming AI and automation discovery into funded roadmaps, recurring revenue, and scalable delivery models. Featuring insights from service leaders at various stages of AI and automation maturity, alongside a global AI marketplace executive, this session provides a practical look at what happens after the workshop ends.
Key Takeaways:
- Understand how to turn AI and automation discovery into budgeted roadmaps and actionable implementation plans that drive measurable outcomes.
- Explore strategies for generating new top-line revenue from AI-powered Digital Assistants (DaaS) and other automation solutions, while balancing execution tradeoffs such as building in-house, partnering, or adopting a hybrid approach.
- Learn how to establish scalable delivery models, including ongoing support, escalation processes, and ensuring client accountability post-implementation.
In addition to these takeaways, the session will delve into how service providers can position AI and automation workshops as repeatable, billable client services, and how to sustain long-term revenue through governance, optimization, and bundled services. Attendees will gain a clearer understanding of how to transform AI and automation from an innovation initiative into a scalable revenue engine.
This session is designed to stand on its own but also reinforces the discovery framework introduced earlier in the day during the AI & Automation Workshop: A Replicable Discovery Blueprint for Client Success.
Panelists
