Single-Family Growth: Building Property Management Systems That Scale with
Robert Dell'Osso

Every growing single-family portfolio hits the same wall: requests come in from homes spread across a dozen different markets, documentation lives in a dozen different inboxes, and the process that worked at 50 doors falls apart at 500.

Learn how to build a system that holds up to the special needs of Single-Family properties before you hit that point.

Building Systems That Scale

YOUR PRESENTERS

MEET THE SPEAKERS

Robert Dell’Osso

Robert Dell'Osso
CEO, Masterkey

Robert is a fixture in the NARPM community. President of the Triangle NARPM Chapter and National Government Affairs Committee Chair for 2026, putting him at the center of the regulatory shifts reshaping ESA compliance for property managers nationwide.

He's also CEO of Masterkey and a licensed North Carolina Real Estate Broker who has scaled his own portfolio from the ground up, giving him a rare combination: the policy view from NARPM leadership, and the operator's view of what actually breaks when a portfolio grows fast.

 

Alex Cristian

Alex Cristian
Platform Expert, OurPetPolicy

With a background in real estate acquisitions, Alex works with single-family property management companies nationwide to simplify animal management, close compliance gaps, and drive portfolio performance through smarter policy and automation.

Building a system that scales isn't optional once your single-family portfolio reaches a certain size. That's why we're bringing in someone who's already scaled past that point.

 

On July 28th, Robert Dell'Osso, President of the Triangle NARPM Chapter and 2026 National Government Affairs Committee Chair, joined the OurPetPolicy team for a FREE live workshop on what it takes to hold up at scale.

We'll dive into:

  • The exact point where manual processes start breaking down (and how to see it coming)
  • A repeatable system for handling renter and ESA requests at volume
  • How to keep documentation airtight as request volume grows
  • What Robert would build on day one if he were starting his portfolio over again
  • The regulatory shifts NARPM is tracking that affect how you handle ESA requests

Don't miss this chance to learn from someone with a seat at the table on the regulatory changes shaping this space, and the operator experience of actually scaling a portfolio.

About OurPetPolicy


OurPetPolicy delivers a comprehensive solution for property owners to confidently manage pets, assistance animals, and related resident requests across their portfolios. By combining technology with real-world expertise, OurPetPolicy helps reduce unreliable submissions, improve compliance, streamline communication with residents, and ease the growing administrative burden faced by property teams.