
Aug 12, 2026
Episode 337:The Future is Predictive
What if the future of IT isn’t about responding faster—but about knowing what’s going to happen before it happens? David Raissipour, Chief Product & Technology Officer at ConnectWise joins us for a forward-looking conversation about how AI, agentic automation, and predictive intelligence are reshaping the managed services industry. David shares his perspective on the MSP inflection point, why traditional models of simply adding people, tools, and processes are reaching their limits, and how AI agents can help smaller MSPs compete on a more level playing field with larger organizations.
The conversation explores the evolution from reactive IT to predictive IT, where intelligent systems can identify issues, reason through problems, and execute tasks before they become customer-impacting events. David also emphasizes that this transformation is not an “anti-people” approach—it’s a pro-success approach, giving technology professionals the opportunity to move beyond repetitive tasks and contribute at a higher, more strategic level. From the accelerating adoption of AI and dramatically changing response times to the importance of deciding when to buy versus build, David offers practical leadership insights for navigating this next chapter of technology. Plus, we look ahead to ConnectWise’s exciting second half of the year and invite MSP and IT leaders to join the ConnectWise AI Agentic Roadshow and Executive Forum Series for conversations around AI, operational scale, and organizational performance.
Follow David on LinkedIn and visit connectwise.com/executive-forum-series to participate in a city near you.
Follow David on LinkedIn and visit connectwise.com/executive-forum-series to participate in a city near you.
Timestamps:
Inflection Point 9:20
AI Strategy 18:43
Launched Platform 27:19
Roadshow Series 37:44
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