How to Price Your STR Without Leaving Money on the Table

How to Price Your STR Without Leaving Money on the Table

From Get Paid For Your Pad | Airbnb Hosting | Vacation Rentals | STR Revenue Management by Freewyld Foundry

May 11, 2026 · 1h 15m · Episode 715

About this episode

Connor Schwab discusses the importance of professional revenue management in optimizing pricing for short-term rentals.

Connor Schwab runs four unique stay properties and hosts the Outdoor Hospitality Podcast. After undercharging by $10,000-$20,000 in his first nine months at The Outpost at the Grand Canyon, he switched to professional revenue management. Now his 12-Airstream property is pacing toward 85% occupancy with optimized pricing across six OTAs. This conversation reveals why treating revenue management as a strategic priority rather than a side task is the difference between good and great performance. Jasper breaks down the exact framework Freewyld uses to manage $180M+ in bookings: pacing analysis, booking window strategy, and the truth about pricing tools that most operators miss. You will hear: Why a one-star review showing on your Airbnb listing front page can cost 50% of your revenue How to use pacing analysis to know if you're overpriced or underpriced (comparing your occupancy to market occupancy at the same booking window) What revenue management actually includes beyond setting prices (cancellation policies, minimum night stays, bookability settings that kill visibility) Why pricing tools like Price Labs aren't "set and forget" and require daily strategic oversight to avoid…

People in this episode

Host: Jasper

Guest: Connor Schwab

Topics covered

  • revenue management
  • Airbnb pricing
  • occupancy rates
  • strategic pricing
  • short-term rentals

Keywords

  • revenue management
  • Airbnb
  • pricing strategy
  • occupancy
  • pacing analysis
  • short-term rentals
  • booking tools

Mentioned in this episode

Organizations: Outdoor Hospitality Podcast, Price Labs

Places: The Outpost at the Grand Canyon, six OTAs

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