How to Build a 250+ Short-Term Rental Portfolio
Real lessons from vacation rental property managers who built portfolios of 250-900+ properties.
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- 900+units
James GilchristElevated Hospitality Partners, Owner - 270+units
Paul MyersSkyRun Copper and SkyRun Summit, Owner - 280+units
Steven ChrobakMyrtle Beach Destinations, Owner
Growing to 250+ properties takes the right owners, the right properties, and a team ready to scale.
Join James Gilchrist of Elevated Hospitality Partners (900+ units), Paul Myers of SkyRun Copper and SkyRun Summit (270+ units), and Steven Chrobak of Myrtle Beach Destinations (280+ units) for a tactical webinar on building a 250+ unit portfolio.
Hear the strategies they used to win owners, expand their portfolios, and build systems that support growth, with practical examples from their own businesses.
You’ll walk away knowing:
- How to attract, win, and retain the right owners.
- How to choose properties that strengthen your portfolio.
- How to prepare your team and systems for your next stage of growth.
- How to increase profitability as you add more units.
On the panel
- 900+ units
James Gilchrist
Elevated Hospitality Partners, Owner - 270+ units
Paul Myers
SkyRun Copper and SkyRun Summit, OwnerPaul Myers is Owner at SkyRun Copper and SkyRun Summit, where he leads a portfolio of short-term rental properties in Colorado. He brings a hands-on perspective on growing a property management business and managing the day-to-day demands of owners.
- 280+ units
Steven Chrobak
Myrtle Beach Destinations, OwnerDedicated military trained professional with 7-years of specialized aviation experience as a Pilot in the Remotely Piloted MQ-9 Aircraft (RPA). Extensive real estate experience including asset management, short-term rentals, long-term rentals, financials, and operations.
Darren Carter is the Head of Strategic Partnerships at Topkey, the leading platform for helping property managers automate their finances. Before joining Topkey, he spent over 13 years at various technology companies, specializing in fintech and startups, including founding and selling his own company in 2020. He lives in Boulder, CO, with his wife, puppy, and baby daughter.
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