Choosing the wrong PMS doesn't just cause operational headaches. It limits the revenue strategies you can run. Jasper Ribbers manages revenue for 75+ STR companies worldwide and has worked inside nearly every PMS on the market. Most of them cause complications. A handful don't.
In this solo RevUp episode, Jasper walks through the five PMS systems Freewyld Foundry recommends, the exact criteria they use to evaluate every system, and why the wrong choice now can cost you years of workarounds as you scale.
You will hear:
Why switching PMS systems is one of the most disruptive moves in any STR business, and how to avoid ever having to do it twice
The five systems Freewyld Foundry recommends: Guesty, HostAway, Hostfully, OwnerRez, and Hospitable, and what makes each one stand out
Why Guesty is Jasper's top pick and what separates it from the rest of the market
How OwnerRez compares as a budget-friendly option, and the one limitation to know before you sign up
Why OTA-native discounts (early bird, last minute, length of stay) are becoming a core revenue strategy, and why your PMS has to support them
We also talk about:
Why Hostfully is the system Freewyld actually uses internally, sloth mascot and all
What to look for in a PriceLabs integration before you commit to any PMS
Why simplicity in your tech stack matters more at 50 units than it does at five
How AI is changing reporting, and why that shifts the criteria for choosing a PMS
One newer system Jasper is keeping an eye on: Boom
"Simplicity is huge when you scale. Things that don't cause a challenge when you have five or ten units might cause a challenge when you have 50. Every single step that you can avoid, every little action item, you want to eliminate it."
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