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Looking for ways to supplement your STR income? Chances are, most of your Airbnb guests are renting a car locally to explore the area while they travel. Why not make extra money by offering YOUR car on a site like Getaround?
John William Johnson is the founder of Happy Healthy Long Life, an online store dedicated to products that promote health and wellbeing. He is also a veteran short-term rental host and runs a car sharing business through the site Getaround. John takes full advantage of his status as a digital nomad to travel internationally, often trading his pet sitting services for a free place to stay.
Today, John joins me to discuss the process of renting cars on Getaround, explaining how the service differs from Turo and sharing his tips for optimizing a business on the site. He reflects on his 10 years of experience with Airbnb, describing how he evolved as a host and why he’s phasing out his STR business in Portland. Listen in for John’s advice on becoming a digital nomad and leveraging the sharing economy to generate income!
John’s decade of experience as an Airbnb host
John’s advice for aspiring Airbnb hosts
The process around renting cars on Getaround
John’s tips for optimizing a business on Getaround
How insurance works on Getaround
Where John is looking to invest in STR property
How John trades pet sitting for a place to stay
John’s insight on leveraging the sharing economy
Healthy Happy Long Life
Healthy Happy Long Life on Amazon
Getaround
Turo
Drivy
AirDNA
International Living
International Living Real Estate Trend Alert
Trusted House Sitters
House Carers
Rover
Amazon Seller Central
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What’s the biggest obstacle hosts and property managers face in growing a short-term rental business? For most, the frustration comes from the sheer volume of communication necessary to run a large portfolio of properties. But what if you could automate both your guest messaging and operations—without sacrificing personalization?
Pierre-Camille Hamana is the founder and CEO of Smartbnb. the leading guest experience platform for short-term rentals. Pierre-Camille and his team are on a mission to support hosts and property managers in running their guest communications and operations at scale. Today, he joins me to explain how Smartbnb is expanding to offer its customers new functionality in terms of business metrics and automated operations.
We discuss Smartbnb’s ability to automate personalized messaging and support multiple languages, and Pierre-Camille describes why Smartbnb is adding features to streamline the operations of a STR business and allow property managers to grow their portfolio across platforms. Listen in for insight around Smartbnb’s new metrics product and learn how Smartbnb can help you scale your own STR business!
The fundamentals of Smartbnb
How Smartbnb automates personalized messages
Smartbnb’s multiple language support feature
Why Smartbnb is expanding to include operations
The STR platforms Smartbnb integrates with
The metrics product Smartbnb added last November
How much it costs to use Smartbnb
Smartbnb
Pierre-Camille on LinkedIn
Pierre-Camille on GPFYP EP125
Airbnb
HomeAway
Booking.com
VRBO
Expedia
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Traditional real estate investing requires saving for a down payment and securing a bank loan before you purchase an asset. And this process limits how often you can add properties to your portfolio. But that is not the only way to acquire real estate, and Scott Glass contends that with a little creativity, you can own more properties and accelerate the growth of your STR listings!
Scott Glass is a serial entrepreneur and real estate investor who manages 65 STR units in his native Canada, the US and the Dominican Republic. He has been active in the space for nine years and full-time for the last five. Today, Scott joins me to share his unconventional method of acquiring more properties more quickly, the land contract or seller financing strategy.
Scott explains how the above-average cashflow of the Airbnb model supports land contracts and walks us through the process of finding FSBO properties and negotiating with owner-investors. Listen in to understand how Scott’s focus on larger properties helps him stand out on STR sites and learn how he leverages what he calls clustering to accommodate large groups and earn a premium on his listings!
Scott’s background in the STR space
What inspired Scott to pursue Airbnb
Why Scott uses land contracts or seller financing
How Scott finds seller financing deals
The terms + conditions Scott proposes
Scott’s success with the land contract strategy
The fundamentals of land contracts
Scott’s success in secondary markets
How Scott stands out on Airbnb
Scott’s cluster listing strategy
Scott’s Airbnb Profile
STR Legends Live
Craigslist
Zillow
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STR Legends Live hosted 25 top operators from all over the world. Attendees represented 10 countries on 5 continents, with a grand total of more than 1,000 combined listings. So, what can we learn from these Airbnb big fish running businesses at scale? What were some of our top takeaways from the mastermind retreat?
Eric Moeller is the creator of Cohost Mastery and the cohost of STR Legends Live. Erica Beers and Rebecca Slivka serve as head of Operations & Finance and Customer Service & Business Development for Pillow and Coffee, a short-term rental company built on the master lease model that manages 100-plus listings. Today, Eric, Erica and Rebecca join me to share their top lessons learned from STR Legends Live, discussing the guests’ willingness to connect and learn from each other.
Erica and Rebecca describe how the quality of operators differentiated this event from other vacation rental conferences and offer insight around finding your niche in the short-term rental marketplace. Eric weighs in on what he learned in terms of scaling with intention, addressing the importance of adding listings that fit your business model. Listen in to understand how defining your guest avatar makes other decisions easier and learn how you can leverage systems to grow a successful STR business!
Eric’s top takeaways from STR Legends Live
· Similar challenges regardless of location
· Willingness to share + learn together
What made STR Legends Live different from other conferences
· Everybody brought value (quality of operators)
· Opportunity to connect, learn from each other
Erica & Rebecca’s advice for growing the master lease model
· Build relationships with owner/operators
· Solve pain points (i.e.: maintenance, vacancies)
· Negotiate contract as business partners
How Erica & Rebecca choose properties
· Goal = $800 to $1K per month per unit in profit
· Understand market (e.g.: seasonality, average daily rates)
Erica & Rebecca’s tips for finding your niche
· Define guest avatar to make other decisions easier
· Analyze marketplace for needs
Eric’s insight on intentional growth
· More listings don’t necessarily mean more money
· Choose properties that fit defined business model
How Erica & Rebecca can add a new listing in a couple of days
· Designer selects furniture + décor to fit brand
· Standard queen bed and appliances
· Systems for onboarding to booking software
· Team executes on checklist (i.e.: utilities, internet)
My top takeaways from STR Legends Live
· Inspired by professionalism and systems
· Benefits of entrepreneurial mindset
Cohost Mastery
Airbnb Mastery Summit
Eric on LinkedIn
Connect with Erica & Rebecca
Pillow and Coffee
Airbnb Girls
Erica on LinkedIn
Rebecca on LinkedIn
Resources
AirDNA
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Jot down your top three travel experiences. What made your stay so special? If you are looking for inspiration to create a unique Airbnb, considering what you appreciated most about those spaces is a good place to start.
Nadia Rodriguez is a property appraiser and successful Airbnb Superhost with an upscale listing on the beach in San Juan, Puerto Rico. Today, she joins me to discuss where she goes for the design inspiration that makes her Airbnb stand out.
Nadia describes her design aesthetic, explaining how her taste aligns with that of hotelier Liz Lambert and how she was inspired by a recent visit to Hotel San José in Austin. Listen in for Nadia’s insight on taking the guest’s sensory experience into consideration and get inspired to create a unique Airbnb of your own!
How the infrastructure has improved in Puerto Rico
Nadia’s advice on where to find design inspiration
Where Nadia gets inspiration + ideas for her Airbnb
How Liz Lambert’s hotel design resonates with Nadia
How to improve your STR guest’s sensory experience
Other factors that contribute to Nadia’s success
LAKASA
LAKASA on Instagram
Email [email protected]
Nadia on GPFYP EP238
Liz Lambert on Instagram
Hotel San José
Bunkhouse Group
Aloft Bangkok
Shangri-La
STR Legends Live
Follow GPFYP on Instagram
Join the GPFYP Email List
Simon on GPFYP EP277
Beyond Pricing [Discount Code GP4YP]
Jasper’s STR Investments
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87% of consumers prefer to work with businesses that align with their values. So, how can we create a social impact as Airbnb hosts? How do we attract guests by doing good?
Lynn Thurston is the founder and principal at Watersound Management, a firm dedicated to helping business owners develop social impact initiatives. With 20-plus years of experience as a social impact professional, Lynn often speaks on the topics of strategic planning and marketing, presenting at the VRMA International Conference, among many other venues.
Today, Lynn joins me to share what it means to make a social impact and discuss the benefit of making social responsibility a part of your STR business model. Listen in on Lynn’s ideas for demonstrating social responsibility as an Airbnb host and learn her three-step approach to identifying opportunities to create a social impact in your community—AND attract guests to your Airbnb!
Lynn’s insight on the definition of social impact
The benefit of growing a social impact business
How an Airbnb host might demonstrate social responsibility
Lynn’s approach to identifying social impact opportunities
Watersound Management
Email [email protected]
Lynn on VRMintel
VRMA
Verizon Ad ‘Love Calls Back’
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Artists and creatives need space to work their magic, and a unique Airbnb can offer the perfect backdrop for a photo or film shoot, a podcast recording, or even a pop-up art show. But it can be costly to rent a listing overnight, especially if you only need the space for an hour or two. So, how can STR hosts collaborate with local creative entrepreneurs to make the most of the space available AND support the arts in their community?
Sid Kosatsky is the founder and CEO of HostOften, a vacation rental property management firm based in Halifax, Nova Scotia. Today, he joins me to discuss his new venture, CollabOften, a partnership with local artists and creative entrepreneurs. Sid shares the process he has developed to allow photographers, podcasters and filmmakers to use his units for free in the slow season and between guests.
Sid also explains the value he gets from the collaboration, describing how local creatives have become brand ambassadors for HostOften. Listen in to understand how Sid manages the risk involved in hosting artists between guests and learn how you might collaborate with local creatives to make the best use of your Airbnb!
Sid’s idea to host artists + creatives in his units
The rules creatives follow to use Sid’s units for free
How Sid thinks about risk management
The value Sid gets back for collaborating with artists
Sid’s CollabOften page on the HostOften website
Sid’s unique RetroBnB listing on HostOften
HostOften
HostOften on Instagram
CollabOften
RetroBnB
Sid on GPFYP EP248
Sid on GPFYP EP193
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One of the most challenging aspects of growing a short-term rental property management business is managing host relationships. How do you decide which property owners to work with? How do you build trust with hosts early on? What is the best way to onboard new clients so that they understand your process?
Zac Rushton is the co-owner and Host Relations Specialist at Great Dwellings, a DC-based property management company that helps homeowners maximize their Airbnb and short-term vacation rentals. In his role, Zac has grown the Great Dwellings portfolio from 20 to 80 listings in less than 12 months! Today, he joins me to discuss how he keeps property owners happy, sharing the Great Dwellings onboarding process and addressing how the team builds trust with new clients.
Zac explains the Great Dwellings client selection process, describing how he attracts leads through SEO optimization and what standards a property (and its owner) must meet to be a part of the portfolio. Listen in for Zac’s insight on the functionality of the Wishbox guest experience platform—and learn how to best manage host relationships as you scale a STR business on Airbnb!
The Great Dwellings onboarding process
How Great Dwellings clients have changed over the years
The challenge around customizing processes as you scale
The Great Dwellings client selection process
How Great Dwellings attracts new clients
How Great Dwellings handles properties that are not ready for STR
How Wishbox prevents subpar reviews on Airbnb
The other Wishbox functionalities that Zac likes
What’s on the horizon for Great Dwellings
Great Dwellings
Zac on LinkedIn
Wishbox
Maximizing Profit on GPFYP EP280
Kelvin Mah on GPFYP EP276
Rankbreeze
Belong Here
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We know that special events afford Airbnb hosts the opportunity to make extra money on the platform. But how do you decide how much to charge for your listing? When do guests start making reservations for events like the Super Bowl or SXSW? Are there ways you might earn additional revenue by offering add-on services?
Tyler Olson is the founder and CEO of Away Agents, a unique property management startup out of Minneapolis that specializes in short-term vacation rentals. Tyler’s team provides homeowners with the tools to optimize their listings and bring out the best in every property. Today, Tyler joins me to discuss the origin of the company and explain how he maximized profits during the Super Bowl to earn an impressive $50K!
Tyler addresses how he determines pricing for special events and shares the additional services he offered Super Bowl guests to bring in additional revenue. Listen in to understand Tyler’s process of finding landlords who allow short-term rentals and get advice around capitalizing on special events to maximize profit on Airbnb.
The origin of Away Agents
The additional services Tyler offered during the Super Bowl
How Tyler determined pricing for the Super Bowl
Minneapolis’ Super Bowl Airbnb stats
Tyler’s tips for creating a winning Super Bowl listing
How Tyler finds willing landlords
Tyler’s advice for new hosts looking to capitalize on special events
Tyler’s experience with the Turo car sharing site
Away Agents
Tyler on LinkedIn
Tyler on Twitter
Tyler on Facebook
Guesty
Turo
Hassle-Free Car
Email: [email protected]
Twitter: @GetPaidForUrPad
Instagram: @GetPaidForYourPad
Facebook: www.facebook.com/getpaidforyourpad
Airbnb News Facebook Group
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How do you go from managing a single vacation rental to 50? Alma Bair got her start renting out her family’s luxury villa in Puerto Rico. Before long, neighbors in Dorado Beach asked her to take on their properties, and the business grew organically by word of mouth from there. So, what challenges has she faced in scaling up? How does she market and manage her listings remotely? And how is she working to customize the guest experience?
Alma is the founder and Chief Joy Officer at Paradise Villas & Vacations, a short-term rental management company based in Dorado, Puerto Rico. Today, she joins me to explain how her own vacation in Puerto Rico 16 years ago grew into a vacation rental management business. She shares the challenges she has faced in scaling up, from finding a sufficient reservation management system to working with owners who cancel bookings.
Alma also discusses her goal to be less dependent on third-party platforms for marketing her business and her luck in finding an outstanding hospitality professional to handle guest services. Listen in for Alma’s insight on delighting guests with a unique experience and learn why it’s beneficial to partner with a local destination management organization!
How Alma got into managing vacation rentals
How Alma grew from 1 to 50 vacation rentals
How Alma gets paid for her management services
The challenges Alma faces in scaling her business
How Alma manages her calendars without software
How Alma markets her vacation rentals
How Alma manages her vacation rentals remotely
Alma’s insight on the value of becoming a local expert
Partnering with a destination management organization
Paradise Villas & Vacations
Alma on LinkedIn
Keys to Bali
René of Keys to Bali on GPFYP EP215
STR Legends Live Retreat in Puerto Rico
Discover Puerto Rico
VRMA International Conference
PROSTATE 1000
Donate to Jasper’s PROSTATE 1000 Bike Ride
Email: [email protected]
Twitter: @GetPaidForUrPad
Instagram: @GetPaidForYourPad
Facebook: www.facebook.com/getpaidforyourpad
Airbnb News Facebook Group
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From the publisher's feed
Get Paid For Your Pad is the go-to podcast for Airbnb hosts, short-term rental operators, and vacation rental entrepreneurs who…
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
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