Best Moves for Vacation Rental Managers in 2027
Learn what top vacation rental property managers are doing now to level up for 2027.
- Thursday, December 17th
- Zoom
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- 100+units

Chad WiseHostwise, Founder & CEO
The best operators aren’t coasting into 2027. They’re leveling up now by tightening systems, sharpening their teams and raising the bar for owners.
Manny Fernando of Maui Paradise Properties and Chad Wise of Hostwise share how they’re leveling up for 2027.
You’ll walk away knowing:
- What owners will expect in 2027, and how to stay ahead of it.
- The upgrades to make before year-end so 2027 starts strong.
- The out-of-the-box ideas operators are testing for 2027.
- The biggest lessons 2026 taught them, and what they’d do differently.
On the panel
100+ unitsChad Wise
Hostwise, Founder & CEO
Formally launched HostWise in the middle of a pandemic, and there has been no looking back. We have expanded from 17 to over 100 properties in less than 3 years, and have no signs of slowing down. We provide a fantastic value at a premium price point, currently operating primarily in the Pittsburgh market.

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.
Save your spot
Steal their best moves. Save your seat.
- Thursday, December 17th
- Zoom