

Get Paid For Your Pad | Airbnb Hosting | Vacation Rentals | STR Revenue Management
Freewyld Foundry
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 in weekly to learn how to thrive in today’s competitive Airbnb market, and get paid what you’re worth.Freewyld Foundry offers revenue and pricing management (RPM) services to the top 1% of STR hosts. Learn more and request a free Revenue Report: https://www.freewyldfoundry.com Hosted on Acast. See acast.com/privacy for more information.
Episodes
Mentioned books

Apr 4, 2022 • 36min
Living Like a Short-Term Rental King in Paradise
We talk a lot about growing short-term rental (STR) companies. But what happens when we grow our businesses quicker than we anticipate?Six years ago, Alex Cybul had no Airbnb experience, decided to get into the STR industry, and quickly grew his business, VacationAruba.com.Today, Alex manages over 100 units. On this episode of Get Paid For Your Pad, Alex joins me to discuss how he got his start renting out Airbnbs in Aruba and how he managed to grow his business quickly over six years.He shares insights on what he would do differently if he had the chance, how he structures his team to manage his properties successfully, and why he recommends dynamic pricing to all STR managers. Listen in to learn more about the importance of leading people to successfully grow STR your business. Topics CoveredBackground on Aruba and why it is a great place to both vacation and own short-term rentalsHow Alex got his start renting out Airbnbs and STRsHow Alex went from having no experience with Airbnb to managing over 100 units in six yearsThe structure of Alex’s current team and his perspectives on how to build effective teams to manage STRsWhy Alex wishes he would have hired an Operations Manager earlier in his business’ growth stageWhy Alex’s end goal is to be able to run STRs as a hobby as long as he feels satisfied and happyThe challenges Alex faced while growing his business and the turning points that helped him achieve that growthWhat Alex has learned about the difficulties of leading people and large teamsAlex’s laundry practices and how he manages bulk ordering for cleanersWhy Alex recommends dynamic pricing to all STR managers and owners and how to determine rates for your propertiesConnect with Alex CybulVacationAruba.comVacationAruba.com on FacebookVacationAruba.com on InstagramResourcesGet Paid for Your Pad Email ListLegends X Short-Term Rental AcceleratorSTR Legends MastermindSubscribe to GPFYP on Apple PodcastsFree Airbnb Starter GuideEmail jasper@getpaidforyourpad.comHostGPO Hosted on Acast. See acast.com/privacy for more information.

Apr 1, 2022 • 32min
STR Legends Mastermind Doors Are Open
We have big news! Our STR Legends Mastermind program is officially open for new members. We’re kicking off the program in May, followed by an in-person event in June in beautiful, sunny Mexico. On this episode of STR Conversations, Eric and I discuss STR Legends Mastermind and the incredible benefits it brings to the people and companies we work with through the program. We share the requirements needed to qualify for the program, our desire to solve big problems our members face at scale, and why we’re so excited to welcome new members. Listen in to learn more about the STR Legends Mastermind program, the open positions we are hiring for with Overnight Success, and how we believe the STR market may change with the recent rise in gas prices and travel expenses. Topics CoveredThree positions we are hiring for Overnight Success right now: Digital Content Manager, Sales Representative, and Executive AssistantWhy we started the STR Legends Mastermind program and why we are opening the doors to new membersWhat requirements companies need to meet to qualify for the STR Legends Mastermind programThe benefits of the STR Legends Mastermind program and why it was designed to allow different companies to connect and solve their biggest problems Why we’re excited to learn what we can do to improve financing and combat rising interest rates in the marketplaceHow the STR market may change with the rising gas prices and increased travel expensesResourcesGet Paid for Your Pad Email ListLegends X Short-Term Rental AcceleratorSTR Legends MastermindSubscribe to GPFYP on Apple PodcastsFree Airbnb Starter GuideEmail jasper@getpaidforyourpad.comAppy for the Digital Content Manager Position With Overnight SuccessApply for the Sales Representative Position With Overnight Success Hosted on Acast. See acast.com/privacy for more information.

Mar 28, 2022 • 35min
How to Create a World-Class Guest Experience on Airbnb
How do you take an Airbnb property from a stay to an experience? The goal of any Airbnb is to understand your guest avatar so well that you can create an experience that makes your guest feel like they have found their own special place.Recently, Eric and I were chatting on the podcast when he mentioned he and his girlfriend had stayed at the Retrograde Retreat in Joshua Tree, designed by my guest. Eric shared they were just blown away by how the space felt like it was created just for them. We all know the competition for stays is fierce, especially in places like Joshua Tree. So how do you stand out as an Airbnb host? What raises the bar from a regular guest stay to a world-class guest experience on Airbnb? Bryce Cano is the Founder and Vice President of Hygge Home Rentals. With his special knowledge in the real estate investment and travel arena, he offers intimate knowledge of how to maximize your property's potential. On this episode of Get Paid for Your Pad, Bryce joins me to share his insight into how to provide the amenities and extra touches your Airbnb guests are looking for. He walks me through how Hygge Home Rentals creates anticipation for the stay from the moment the booking is made.He walks us through how they connect the dots in brand and tone to offer guests a sense of what to expect while creating a personality that matches each one of their properties.Listen in for Bryce’s insight on pivoting from trying to appease everybody to laser focus on exactly who you're creating your Airbnb experience for, your ideal guest avatar.Topics Covered How to home in on your guest avatar to design world-class experiences exclusively for them How to raise the bar and create spaces that don’t break the bankThe secret to creating anticipation about a guest visit from the moment they bookThe multi-pronged approach to an awesome Airbnb guest experienceWhy having the right team is a game-changer for any Airbnb hostHow to infuse a property with Instagrammable spacesHow to use influencers to highlight the special amenities of your Airbnb space Why photo captions are paramount in helping the viewer visualize your Airbnb experienceInsider secrets on how to stand out and compete for Airbnb guestsConnect with Bryce CanoHygge Home Rentals on InstagramHygge Home RentalsResources How to Get Started on AirbnbGet Paid for Your Pad NewsletterGet Paid for Your Pad on Apple PodcastsSTR Legends MastermindEmail jasper@getpaidforyourpad.com Sponsor Legends X 90-Day STR Accelerator Hosted on Acast. See acast.com/privacy for more information.

Mar 25, 2022 • 35min
The STR Legends Mastermind is Back!
Have you ever been part of a group of elite business owners connecting, learning, and helping each other solve problems all while having a good time?Two years ago, just two months before the lockdowns we went all into the business model of creating and hosting our mastermind groups all over the world. And then the lockdowns came, and the world stopped turning. Now the world has reopened. We’re back, and so is the STR Legends Mastermind. We’ve learned a lot through our live events, and virtual masterminds and now we’re taking the STR Legends Mastermind to a whole new level. Today we want to take the opportunity to give everybody a recap of STR legends and the STR Legends Mastermind and who it is for.But first, what makes a mastermind group worthwhile and what sets the SRT Legends Mastermind apart?Listen in to learn about the power of breaking out of your routine to gather with the like-minded and the legends to forge a lasting network. On this episode of STR conversations, Eric and I take you deeper into the genius of the mastermind concept. We also touch on the many success stories of business owners from past STR Masterminds, and we will share some of the high points of the virtual mastermind. Plus, we’ll touch on the newest trends in the STR industry and why being in the trenches with the people pushing this industry forward is vital. Topics CoveredThe 3 core things we want to achieve with the STR Legends MastermindHow being part of the STR Masterminds will rapidly expand your network Why bringing together like-minded individuals helps solve the biggest problemsHow being face to face changes the mastermind experiences and enhances relationshipsThe biggest difference between going to a conference and attending a mastermindHow the STR Legends Mastermind offers cutting edge information on the industry evolutionThe biggest benefit of sitting down with the legends of the STR industry Resources STR Legends Live Mastermind Retreat in Puerto Rico EP278STR Legends Mastermind Goes Virtual EP338Rebecca Slivka on Get Paid for Your Pad EP352Tim Mortimer on Get Paid for Your Pad EP455FREE Airbnb Starter GuideGet Paid for Your Pad Email ListSTR Profit Academy Overnight SuccessSubscribe to GPFYP on Apple Podcasts Email jasper@getpaidforyourpad.com Sponsor Legends X Short-Term Rental Accelerator Hosted on Acast. See acast.com/privacy for more information.

Mar 21, 2022 • 42min
Top Locations to Invest in Short-Term Rentals in the US
Plenty of markets have emerged as large players since the start of the Covid-19 pandemic. With the ability to work remotely, more people are expanding outside of major cities and looking for short-term rentals (STRs) in lower-traffic areas. So what are the top locations to invest in for rental property owners?Tia Castle is a real estate coach, crypto agent, and the Founder of CastleLux Rentals, a boutique vacation rental management company that focuses on family-oriented properties. On this episode of Get Paid for Your Pad, Tia returns to the show to join me in discussing the top markets where STR owners can get the best return on investment. We share our insights on articles from AirDNA, Realtor.com, Mashvisor, and Lodgify on where listeners should be looking for cash-on-cash returns in 2022. Listen in as Tia and I discuss why unique outdoor markets are thriving, how to add value to properties if the location is lacking, and which markets we believe may continue to be on the rise in the coming years. Topics CoveredTia’s experience briefly hosting and producing a lifestyle real estate TV showTia’s insights on articles from AirDNA, Realtor.com, Mashvisor, and Lodgify on the top places to invest in vacation rentals for cash-on-cash returnsWhy unique locations, like Hawaii and Alaska, are in high demand for STRsWhy Joshua Tree has emerged as a top market to invest in throughout recent years The importance of having “instagrammable” aspects of your STR locationsThe difference between a capitalization rate and a cash-on-cash returnTips for adding value to the properties that can raise their prices per nightConnect with TiaTia’s WebsiteTia on LinkedInTia on InstagramResourcesGet Paid for Your Pad Email ListLegends X Short-Term Rental AcceleratorSubscribe to GPFYP on Apple PodcastsEmail jasper@getpaidforyourpad.comCastle Lux RentalsTia Castle on EP442: From Masterleasing to Managing Short-Term Rentals in SarasotaMashvisor Article on Best Cash-on-Cash Return by CityLodgify List on Best Vacation Rental Property Markets in 2022 Hosted on Acast. See acast.com/privacy for more information.

Mar 18, 2022 • 41min
Industry Update - AirDNA, Placemakr, and Transparent Acquisitions
On the last episode of STR Conversations, Eric and I spoke about why we gave our team a budget to book a unique stay on Airbnb. Now we’re back to tell you how it went. On this edition of STR Conversations, Eric and I recap our unique stays at Airbnbs over the weekend and discuss some of the biggest shifts in the STR (short-term rental) industry, especially in the Covid pandemic era. We cover current events in the industry, including OTA Insight’s acquisition of Transparent, Alpine Investors' acquisition of AirDNA, and WhyHotel’s recent venture capital raise and rebrand to Placemakr.We share our thoughts on WhyHotel’s unique business model and why AirDNA is the go-to data company in the STR space.Listen in to learn more about how the STR industry is growing and why it’s the best place to be.Topics CoveredEric’s experience staying at a boat Airbnb in San DiegoMy time staying at an Airbnb in the mountains in PanamaHow the offerings at an Airbnb, like amenities and a good view, can drastically change the price per nightOTA Insight’s acquisition of STR data company, TransparentPrivate equity firm Alpine Investors’ acquisition of AirDNAWhyHotel rebrands as Placemakr and raises $90 million in venture capital fundingHow Placemakr uses their business model to control the challenges with having long-term residents and short-term rentals in the same urban buildingsThe emergence of short-term and medium-term rentals creating space for hybrid business models within rental management companiesWhy the “trend is your friend” and STR markets will continue to trend up in the coming yearsThe lifting of many Covid-19 restrictions and what that could mean for the STR industryResourcesGet Paid for Your Pad Email ListLegends X Short-Term Rental AcceleratorSTR Legends MastermindSubscribe to GPFYP on Apple PodcastsEmail jasper@getpaidforyourpad.comAlpine Investors acquires AirDNA to enhance data solutionsOTA Insights Announces Acquisition of TransparentWhyHotel Rebrands as Placemakr, Announces over $90M in Equity Investment Hosted on Acast. See acast.com/privacy for more information.

Mar 14, 2022 • 41min
How to Dominate Your Short-Term Rental Market
The short-term rental (STR) industry is incredibly dynamic and always changing. If you are not constantly adapting as a business owner, you’ll get left behind. So how can you stay ahead of the game?Tim Mortimer is the Founder of the Australian-based STR company BNB Made Easy and the booking platform Book Orange. He has experience in the Legends X program and has doubled his number of properties since the beginning of the Covid-19 pandemic.On this episode of Get Paid for Your Pad, Tim joins me to discuss how he has managed to develop two strong businesses in the STR industry and why he prioritizes enhancing the guest experience outside the walls of each property. Listen in as Tim shares the importance of working with business coaches, implementing systems to maximize efficiency, and creating a strong company culture. Topics CoveredTim’s journey going from being a school teacher to owning his own businessHow to enhance the guest’s experience outside of the short-term rental propertyHow Tim was able to double his amount of units during the Covid-19 pandemicTim’s advice to STR owners looking to quickly grow their businessesThe importance of a creating and maintaining a strong company culture with core valuesThe benefits of working with a business coachImplementing systems into your business to maximize efficiencyThe importance of good communication with your guests, staff, and business partnersTim’s experience in the LegendsX programThe variety of business models in the STR industry and why there is no “best” way to run your business Connect with Tim Tim on LinkedInBook Orange on FacebookBook Orange on InstagramBNB Made Easy on FacebookBNB Made Easy on InstagramResourcesGet Paid for Your Pad Email ListLegends X Short-Term Rental AcceleratorSTR Legends MastermindSubscribe to GPFYP on Apple PodcastsEmail jasper@getpaidforyourpad.comBNB Made EasyBook Orange Hosted on Acast. See acast.com/privacy for more information.

Mar 11, 2022 • 37min
Freewyld Updates & Learning Lessons
Last September, Eric and I started building Freewyld, our new short-term rental brand. And to start, we took over an existing Airbnb business—four cabins on three acres in Idyllwild, California.What’s happened in the six months since then? What parts of our business plan have we executed? What unexpected challenges do we face? And what lessons have we learned along the way?On this edition of STR Conversations, Eric and I reveal what’s going well in our new venture and where we’re struggling, explaining why we’re focused on getting systems in place and building out the team.I describe what tools I’m using to manage the cabins remotely, and Eric shares the unforeseen challenges he’s facing on the development side of building Freewyld.Listen in for insight on marketing to prevent cancellations and learn our methodical approach to hiring new Freewyld team members to fill our greatest needs.Topics CoveredWhy we’re giving our team the budget to book a unique stay on Airbnb The existing STR business in Idyllwild we took over last SeptemberHow managing cabins remotely pushes me to be creative with guest communicationWhat challenges we’re facing on the development side of building Freewyld Why we're focused on getting our systems in place and building out the teamThe additional challenges of having 4 units on the same propertyHow we’re using marketing to prevent cancellations at FreewyldThe 2 ways to build an Airbnb business and why we’re taking the patient approachEric's methodical approach to hiring new team members for Freewyld Resources Mammoth Lakes The Entrepreneur HouseJasper on InstagramEric on InstagramLoomRetrograde RetreatStay Awhile Cabins on InstagramFREE Airbnb Starter GuideGet Paid for Your Pad Email ListSTR Legends MastermindSTR Profit Academy Overnight SuccessSubscribe to GPFYP on Apple Podcasts Email team@overnightsuccess.io Sponsor Legends X Short-Term Rental Accelerator Hosted on Acast. See acast.com/privacy for more information.

Mar 7, 2022 • 32min
Email Marketing Tips for Airbnb Hosts to Drive Direct Bookings
Do you ever wonder what is the most efficient way to market to your guests? We’ll give you the answer: it’s email. Email marketing can seem daunting, but it’s actually a lot easier than you might think. Ryan Austin is the Co-Owner of Switchback Email, a company that provides professional email marketing consulting, services, and software. Arthur Colker is the CEO and Founder of StayFi, a platform that provides vacation rental WiFi and collects valuable guest data so STR hosts can drive repeat bookings. Ryan and Austin work together between Switchback Email and StayFi and join me on this episode of Get Paid for Your Pad to discuss the ins and outs of effective email marketing. They discuss everything from recommended communication cadences and automation tools, to brand storytelling and ROI (return on investment). Listen in to learn more about why capturing guest emails and using them strategically leads to a much higher chance of them returning to your property in the future. Topics CoveredWhy capturing guest emails is crucial to ensure they stay at your property againHow Arthur created an easier way to capture guest data and drive repeat bookingsHow Ryan uses drip campaigns and location-based emails to offer a better experience and connection opportunity for guestsWhy email is the most efficient way to market to peopleThe importance of following permission and consent laws when creating email lists and campaignsHow to start with automation tools to gather advanced guest dataRecommended cadence for emails and touchpoints to guestsHow brand storytelling and location education can lead to higher click through ratesThe relationship between ROI and brand recognitionAutomated emails vs general marketing emailsArthur and Ryan’s tips for getting into email marketingConnect with Arthur Arthur on LinkedInStayFi on LinkedInConnect with RyanRyan on LinkedInSwitchback Email on LinkedInResourcesGet Paid for Your Pad Email ListLegends X Short-Term Rental AcceleratorSTR Legends MastermindSubscribe to GPFYP on Apple PodcastsEmail jasper@getpaidforyourpad.comStayFi – Use code PAD for 50% offSwitchback Email Hosted on Acast. See acast.com/privacy for more information.

Mar 4, 2022 • 36min
Scale Your Hosting Business with the VOS System
How do you scale a short-term rental business? The answer seems obvious, right? You simply take on more and more listings.But adding listings willy-nilly is not sustainable. It turns you into a Hectic Host, and before long, you can't keep up with the demands of running a vacation rental business.So, what makes a hospitality brand both sustainable and scalable? What do successful STR operators do to grow their businesses the right way?On this edition of STR Conversations, Eric and I sit down to discuss the VOS system we teach in the Legends X program, describing where the framework came from and who it’s designed to serve.We walk you through the three pillars of VOS (vision, operations and scale) and explain why developing a brand identity and guest avatar serves as the foundation of the system.Listen in for insight on leveraging hands-on management to create extraordinary guest experiences and learn how the VOS system can help YOU scale a sustainable STR hosting business.Topics CoveredHow the pandemic inspired the development of the VOS system The 3 pillars of the VOS system—vision, operations and scaleWhat type of host the VOS system is designed to supportHow implementing VOS helped Tim Mortimer grow from 40 to 100 listingsWhy it’s not a good idea to scale a STR business without a clear visionHow having a vision for your STR business simplifies decision-makingThe elements of VOS Eric noticed at Retrograde RetreatThe benefit of marketing your brand to a specific guest avatarHow to leverage hands-on management in your Airbnb businessResources Tim Mortimer The Spirit to Serve: Marriott’s Way by JW Marriott and Kathy Ann BrownRetrograde RetreatStay Awhile Cabins on InstagramThis Is Marketing: You Can’t Be Seen Until You Learn to See by Seth GodinFREE Airbnb Starter GuideGet Paid for Your Pad Email ListSTR Legends MastermindSTR Profit Academy Overnight SuccessSubscribe to GPFYP on Apple Podcasts Email jasper@getpaidforyourpad.com Sponsor Legends X Short-Term Rental Accelerator Hosted on Acast. See acast.com/privacy for more information.


