Maintenance, AI, & Dinner

A high-energy evening of real talk and the future of property operations with the Vendoroo crew.

For years, adding value in property management simply meant doing more, but AI is now creating a future that looks nothing like its task-heavy past. After two years of pioneering autonomous operations, we’ve seen exactly why some managers are escaping "firefighter" mode while others are just getting faster at being overwhelmed.

You're cordially invited to:

Raleigh / Cary

Join us for an exclusive, intimate dinner to go behind the curtain of Agentic AI. We’re sitting down to share the 3-phase framework (Learn, Delegate, Optimize) that is allowing top-tier operators to automate 85% of their maintenance in under 90 days.

• A private dinner at The Mayton in Cary (Park Room + Terrace) with 15–25 elite property managers from across the Triangle area.
• A deep dive into why agentic AI is fundamentally different from the chatbots you’ve seen and why it is the missing piece for your operation right now.
• A fireside conversation with Pablo Gonzalez (Chief Evangelist), David Normand (Chief PM), and Robert Dell’Osso, RMP (President, MasterKey PM) on how to treat AI like a high-performing new hire.
• Real-world examples of AI fully resolving maintenance work orders at 10:00 PM with absolutely zero human involvement.
• Complimentary dinner and drinks on Vendoroo in a sophisticated, private setting.

• Date: Thursday, May 21, 2026
• Time: 6:30 PM – 9:30 PM ET
• Location: The Mayton (Park Room + Park Terrace), 301 S Academy St, Cary, NC 27511
• Dinner: Complimentary (full dinner and drinks included)
• Capacity: Strictly limited to 25 seats

Property managers, PMC owners, and operations leaders in the Raleigh-Durham area who are ready for an honest look at what AI actually looks like in the trenches. This is not a sales pitch; it’s a high-level dinner conversation with the people building the tech and the local leaders already using it to win.

Pablo Gonzalez is the Chief Evangelist of Vendoroo. With over 15 years of spotting disruptive industry shifts, Pablo has a track record of building movements that create massive value for early adopters. He is the high-energy host of the Property Management Frame Breakers Podcast and the Not Your Average Investor Show.

David Normand is the Chief PM of Vendoroo, built a 600 door PMC, then managed maintenance for 20k+ doors for institutions after the crash. Since then, his mission is to solve for the one thing he and all property managers have always asked-
“How do I build a team that’ll take care of clients EXACTLY how I would?” He's the soul of the Vendoroo product.

Robert Dell’Osso, RMP is the founder of MasterKey Property Management and has been involved in real estate and property management for most of his life. Having grown up in the industry, he understands both the owner’s perspective and the property manager’s perspective. He has successfully grown his company while establishing himself as a knowledgeable resource on investment properties in the Triangle.

Vendoroo is the AI platform purpose-built for property management, pioneering autonomous property operations for hundreds of PMCs across the country.

Info: Welcome from Pablo Gonzalez.

Event Venue & Nearby Stays

The Mayton, 301 South Academy Street, Cary, United States

Concerts, fests, parties, meetups - all the happenings, one place.

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