Get Paid For Your Pad is the go-to podcast for Airbnb hosts , short-term rental operators , and vacation rental entrepreneurs who want to scale smarter, earn more, and stay ahead of industry shifts. Hosted by Jasper Ribbers, Eric Moeller, and Kaye Putnam from Freewyld Foundry, this podcast delivers actionable tips on Airbnb pricing strategies , revenue management , direct bookings , listing optimization , and guest experience . You'll hear from real hosts, property managers, and industry pros who share behind-the-scenes insights, lessons learned, and the systems they use to grow profitable STR businesses. Whether you're managing one property or one hundred, you'll walk away with practical strategies to increase occupancy, boost profits, and build a sustainable short-term rental brand. Tune
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What is Get Paid For Your Pad | Airbnb Hosting | Vacation Rentals | STR Revenue Management?
Get Paid For Your Pad | Airbnb Hosting | Vacation Rentals | STR Revenue Management is a business podcast hosted by Freewyld Foundry, with 725 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.
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Freewyld Foundry hosts Get Paid For Your Pad | Airbnb Hosting | Vacation Rentals | STR Revenue Management, a business show with 725 episodes published.
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Episode #730
How to Optimize Your Pricing for Shoulder Season
Aug 17, 202628 min
Jasper breaks down one of the trickiest parts of STR pricing that most operators never fully figure out: shoulder season. Low season and peak season have clear playbooks. Shoulder season is different. The weekday-weekend gap widens, occupancy swings from week to week, and the wrong settings in your pricing tool can quietly cost you revenue all the way through fall. Freewyld currently manages over 4,000 properties across 75+ clients worldwide and $200 million in annual bookings. That data set informs every recommendation in this episode. You will hear: How to define your four seasons using occupancy thresholds: low (below 50%), shoulder (50-70%), high (70-90%), and peak (above 90%) Why shoulder season is harder to price than both low and peak season, and what makes it behave differently from everything else on the calendar How to read a future occupancy graph to identify exactly when your shoulder season starts and ends in your specific market The weekday vs. weekend swing that defines shoulder season, and why a one-size-fits-all minimum stay strategy usually leaves money behind How to set up custom seasonal profiles in PriceLabs: percentage vs. fixed pricing, minimum stay profiles by season, and check-in and checkout restrictions Day-of-week price adjustments Jasper's team uses in shoulder season, including typical ranges for each day We also talk about: Why forcing longer minimum stays during shoulder season usually cuts demand without adding revenue, and what to do instead How to download a PriceLabs seasonal profile as a CSV, edit it, and upload it across multiple units without starting from scratch How Jasper's team used Claude to generate 20 seasonal profile CSVs for a client in a fraction of the time it would have taken manually Mentioned in the Episode: PriceLabs: pricelabs.co Free Revenue Audit: freewyldfoundry.com/get-started Email Jasper: jasper@freewyldfoundry.com Favorite Takeaway: "Be careful that you don't make your strategy too complicated. Only add complications if you're very confident it's going to increase your revenue. The challenge I see with some operators is they make it so complicated that their strategy becomes completely ununderstandable. You just don't know anymore why the prices are where they are." Hosted on Acast. See acast.com/privacy for more information.
Which Distribution Channels Should You Be On to Maximize Your Revenue
Aug 10, 202626 min
In today's episode, Jasper tackles one of the most common questions STR operators ask: which distribution channels should you actually be on to maximize your revenue? He walks through the full picture, from the history of each major platform to a practical framework for deciding where to list based on your market, your stage, and your goals. Freewyld currently manages over 4,000 properties across 75+ clients worldwide and $200 million in annual bookings. That data set informs every recommendation in this episode. You will hear: How VRBO, Booking.com, and Airbnb each got started, and why the founding story of each platform still explains the type of guest using it today US market share data from 2024-2025: Airbnb at 43%, Direct at 28%, VRBO at 28%, Booking.com at 8%, and why Europe looks completely different The three factors Jasper weighs when advising clients on channel selection: risk, revenue, and operational complexity Why concentrating all bookings on Airbnb creates compounding momentum and search visibility, and when that tradeoff is worth it Why Jasper considers Airbnb and Direct to be must-haves for almost every operator regardless of market How to evaluate whether VRBO or Booking.com is worth adding in your specific market, and what to look for before making that call We also talk about: Why a guest email list is the one asset no OTA can take from you, and how to start building it from your first booking Booking.com's growing push into the US market, its reputation for complexity, and how the platform has improved in recent years Why adding channels beyond the big four rarely moves the needle and almost always adds operational cost Mentioned in the Episode: Free Revenue Audit: freewyldfoundry.com/get-started Email Jasper: jasper@freewyldfoundry.com Favorite Takeaway: "Don't build your business on somebody else's land. If you're only using Airbnb, Airbnb can block your account, they can ban you as a user. If you built your business solely on Airbnb, you're taking risk because you have no control over what Airbnb decides to do." Hosted on Acast. See acast.com/privacy for more information.
July Market Update: World Cup Impact, July Pacing, and Airbnb's New 15% Discount
Aug 3, 202620 min
The July market update is here! The World Cup had less impact than expected, Airbnb just dropped a new discount every operator needs to understand, and there are moves you should be making right now for August. In this Rev Up episode, Jasper shares what happened across STR markets in July, breaks down which cities the World Cup actually moved, and covers the new Airbnb discount that changes how you think about OTA pricing strategy. You will hear: Portfolio results for the month: comparable listings up 22.36% year over year, $14.4 million in total revenue generated for clients Why the broader market only moved 9% during the World Cup, and which cities actually outperformed (Dallas +40%, Kansas City +44%, Miami +28%, Philadelphia +20%) July pacing: Freewyld portfolios currently up 29.8%, markets up 5% Why August weekdays are already softening and which weeks to reprice before it is too late Why extending your booking window is where most operators leave money on the table Also covered: Airbnb's new 15% discount for top-rated guests (4.8+ rating, 3+ reviews), how it stacks with other discounts, and how to think about the pricing math The mobile-only discount reportedly rolling out in select markets Why OTA discount strategy is becoming its own discipline within revenue management Mentioned in the Episode: Free Revenue Report: freewyldfoundry.com/get-started Email Jasper: jasper@freewyldfoundry.com Get Paid For Your Pad is the number one podcast for short-term rental operators who want to maximize revenue and run a professional business. New episodes every Monday. Subscribe on Apple Podcasts, Spotify, and all major platforms. Hosted on Acast. See acast.com/privacy for more information.
Revenue management is a specialty skill set. If you do not invest in learning it, you are leaving 10 to 40 percent of revenue on the table every year. In this Rev Up episode, Jasper breaks down the three pillars of actually getting good at revenue management: experience, resources, and community. Whether you are doing it yourself, considering hiring in-house, or evaluating a third-party service, this episode gives you a clear framework for making the right decision and developing the skill the right way. You will hear: The three options for filling the revenue management seat in your STR business and how to think through which one fits your situation Why there is no substitute for experience in revenue management and what blocking daily time for pricing actually looks like in practice How to evaluate resources and avoid learning from content that is marketing material disguised as education Why community accelerates learning and how to structure a mastermind with operators in non-competing markets Why switching between revenue management approaches too often is one of the most costly mistakes operators make We also talk about: The full resource library at freewyldfoundry.com including workshops, guides, podcast episodes, and blog posts Why PriceLabs updates its tool constantly and why staying current on your pricing tool is as important as understanding the strategy Why it takes a full year to truly learn a portfolio and why long-term commitment to any RM approach is the only way to see real results Mentioned in the Episode: Freewyld Foundry workshops and guides: freewyldfoundry.com/resources PriceLabs resource library: pricelabs.co Free Revenue Report: freewyldfoundry.com/get-started Get Paid For Your Pad is the #1 podcast for short-term rental operators who want to maximize revenue and run a professional business. New episodes every Monday. Subscribe on Apple Podcasts, Spotify, and all major platforms. Hosted on Acast. See acast.com/privacy for more information.
From One Beach House to a 20-Person Custom Build: David Dodge on STR Portfolio Growth and Earning 1.4M Travel Points From Your Mortgage
Jul 21, 202628 min
I today's episode, Jasper sits down with David Dodge, founder of OR Getaways and Freewyld RPM client, for a conversation about what it looks like to build a high-performing vacation rental portfolio from the ground up and a platform called Built that lets real estate investors earn travel points on their mortgage payments. David started in Lincoln City, Oregon in 2021 with one five-bedroom property. Three years later he is running a custom-built property that sleeps 20, a new development in progress, and a management company with two client properties. His portfolio is up 25% year over year, July over July. You will hear: How David went from one off-the-shelf five-bedroom to a custom-built 20-person property designed specifically for short-term rental performance Why larger properties produce dramatically better ROI in his market and how the Ebb and Flow duplex structure unlocks occupancy beyond Lincoln City's 16-guest cap What changed when he handed revenue management to Freewyld: the risk tolerance shift that turned available summer weekends into premium bookings instead of discounted last-minute fills How BILT works and why $22,000 in monthly mortgage spend generates 739,000 points per year that transfer to 1.4 million travel points on rent day The math behind redeeming BILT points for international business class versus economy versus cash toward a down payment We also talk about: David's next development: a custom 8-bed that sleeps 24, a planned yoga studio for retreat bookings, and a spa with cold plunge and sauna What an actuary background taught David about pricing and where the risk tolerance gap between self-managing and professional management shows up most Why flexibility is the key to getting outsized value from travel points Mentioned in the Episode: BILT points calculator built by David (link to be added) OR Getaways on LinkedIn: David Dodge Free Revenue Report Favorite Takeaway: "I like to close. I want the certainty of the property being booked. What working with Freewyld has done is just following the methodology. The demand signals are there. Keep the price higher for longer. That has been a huge difference." Hosted on Acast. See acast.com/privacy for more information.
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