Behind the Stays

Zach Busekrus
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Oct 3, 2023 • 47min

How to Build (And Then Scale) a Unique Airbnb Co-Hosting Business

Meet Jake Tucker, founder of Roav — a collection of urban and luxury retreat STRs located in the Pacific Northwest Jake began co-hosting Airbnbs while in college as a side-hustle.  He had no experience in real estate or hospitality whatsoever, but after Googling "how to make a lot of money as a college kid", he stumbled upon the plethora of rental arbitrage content on YouTube and began to binge. When he graduated, all of his friends started getting real jobs and Jake felt pressured to do the same. But as he thought more and more about it, the idea of working for someone else seemed untenable to Jake… So, he decided to trust his gut and go all in on building his STR property management business.  And now, just a few years later, Roav is one of the largest short-term rental hosting companies in the Inland Northwest. Tune in to hear Jake share how he got started with his first few properties, how he navigated COVID, his tips for acquiring new property owners as customers, the pros and cons of managing both traditional STRs AND unique stays, and much more. Book your stay with Roav Follow Roav on Instagram  This episode is brought to you by our friends at OptimizeMyBnB I’ve been trying to find someone who I think understands the platform and marketing strategy better than me that I can refer you all to… And I’m happy to say that I think I’ve found him. Meet Daniel Rusteen — he’s a former Airbnb employee, full-time digital nomad, and author of “Optimize Your BnB” which has sold over 50,000 copies by word-of-mouth alone. Daniel has lived on Airbnb for more than 2,500 nights and has helped hundreds of hosts via his consulting, his program, and his thought leadership, increase their listing’s rank on Airbnb. If you’re newer to the STR space, or if your listings are starting to drop in rank, I want to encourage you all to do one of two things — if not BOTH — of the following: Buy Daniel’s new book, “Profitable Properties: Airbnb Insider Secrets” — you can get it on Amazon for just $10 Join Daniel’s 9-week program and he’ll teach you everything you need to know about optimizing your STR for Airbnb, VRBO, Google Search, and beyond.  You can use the discount code BTS for 40% off the program between now and the end of the 2023 calendar year. Daniel will teach you what the top 1% of short-term rental owners and managers already know about how to fully optimize their STRs across OTAs and beyond.  Have you signed up for Ping yet? Ping makes it easy for guests to be notified when their favorite Airbnbs become available — and it's the secret tool the best Airbnb hosts use to maximize bookings. Sign up today at bnbping.com About the Show Behind the Stays is brought to you twice a week by Sponstayneous — a free, biweekly newsletter that brings subscribers the best last-minute deals and upcoming steals on Airbnb.   You can subscribe, for free, at www.sponstayneous.com.  Behind the Stays is hosted by Zach Busekrus, co-founder of Sponstayneous, you can connect with him on Twitter at @zboozee.
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Sep 29, 2023 • 1h

How AI Will Enable Hospitality Entrepreneurs to Scale Their Brands (and Portfolios)

Want to save 30-40% off West Elm purchase for your Airbnb?  Or hundreds off of instagram famous mattresses from Bear or Purple? Then you'll want to create your free account with our partner Minoan. Minoan provides hosts with a one-stop-shop to get hundreds of discounts on the world’s leading brands, and a system where you can manage all of the ordering, tracking, returns, etc. in one place. Saving you time and money! Sign up and tell them that Zach from Behind the Stays sent you there way. Meet Luca Zambello, Founder of Jurny, a tech company with the mission of bringing hospitality into the age of AI and Automation.  Luca was born and raised in Italy but moved to California to pursue his dreams of becoming a tech entrepreneur more than 15 years ago. Pretty soon after arriving in LA, he stumbled into real estate and quickly realized there was massive opportunity in the short-term rental management space as Airbnb was quickly gaining popularity. In the process of scaling his Airbnb management company to over 300 units, Luca had to change PMSes not once, not twice, but five different times!  Luca was convinced that there had to be a better way to build tooling and solutions that could grow with a property manager as their business and portfolio grew. So, he took a big risk, and left his successful management company to go all in on an idea he had for levaragin AI to create a One-Stop Shop Property Management solution to help short term rental hospitality entrepreneurs save copious amounts of time and money on operations so they can focus more time on growth.  Tune in to hear the inspiring story of how he started and scaled Jurny and how he predicts AI will enable the next generation of hospitality entrepreneurs to scale their brands, increase their revenue, and decrease their expenses in hugely significant ways. Have you signed up for Minoan yet? In this episode we feature a Minoan customer review from Alyson, the founder of SmartStays — discover what she loves most about Minoan and how Minoan has helped her save thousands of dollars setting up her short term rentals.  Create your totally free Minoan account here.  Have you signed up for Ping yet? Ping makes it easy for guests to be notified when their favorite Airbnbs become available — and it's the secret tool the best Airbnb hosts use to maximize bookings. Sign up today at bnbping.com About the Show Behind the Stays is brought to you twice a week by Sponstayneous — a free, biweekly newsletter that brings subscribers the best last-minute deals and upcoming steals on Airbnb.   You can subscribe, for free, at www.sponstayneous.com.  Behind the Stays is hosted by Zach Busekrus, co-founder of Sponstayneous, you can connect with him on Twitter at @zboozee.
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Sep 26, 2023 • 59min

How to Build a Portfolio of 100 Single-Family Airbnbs and Transform Them into Unique Experiences

Want to save 30-40% off West Elm purchase for your Airbnb?  Or hundreds off of instagram famous mattresses from Bear or Purple? Then you'll want to create your free account with our partner Minoan. Minoan provides hosts with a one-stop-shop to get hundreds of discounts on the world’s leading brands, and a system where you can manage all of the ordering, tracking, returns, etc. in one place. Saving you time and money! Sign up and tell them that Zach from Behind the Stays sent you there way. Meet Sief Khafagi, Co-Founder of Techvestor — one of the hottest new services that allows folks to passively invest in short-term rentals. Sief has spent his entire career working in tech, and helped scale one of Facebook’s largest engineering organizations from a couple hundred to thousands across the world. It was during his time at Facebook where he met his now Co-Founder Sabrina who owned a couple of Airbnbs.  Sief was shocked by how successful her short-term rentals were that he asked Sabrina if he could just give her money to go buy and operate his own STRs. And, while he couldn’t have known it at the time, this ask would be the seed of the idea which would ultimately blossom into Techvestor. Today, Techvestor owns and operates nearly 100 short-term rentals in some of the country’s most desirable vacation markets.  Tune in to hear: - the story of how Sief helped build Techvestor - why Techvestor is bullish on single-family homes - what their secret sauce to sourcing, designing, and launching STRs looks like - the opportunities he sees to build new tech and new businesses in the space, and his hot takes on the future of travel and hospitality.  Learn more about Techvestor here Have you signed up for Minoan yet? In this episode we feature a Minoan customer review from Alyson, the founder of SmartStays — discover what she loves most about Minoan and how Minoan has helped her save thousands of dollars setting up her short term rentals.  Create your totally free Minoan account here.  Have you signed up for Ping yet? Ping makes it easy for guests to be notified when their favorite Airbnbs become available — and it's the secret tool the best Airbnb hosts use to maximize bookings. Sign up today at bnbping.com About the Show Behind the Stays is brought to you twice a week by Sponstayneous — a free, biweekly newsletter that brings subscribers the best last-minute deals and upcoming steals on Airbnb.   You can subscribe, for free, at www.sponstayneous.com.  Behind the Stays is hosted by Zach Busekrus, co-founder of Sponstayneous, you can connect with him on Twitter at @zboozee.
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Sep 22, 2023 • 57min

Why She Left Her Successful Career in Accounting to Build a Hospitality Brand in the North Carolina Mountains

Catherine Morris left her successful career in accounting to build a hospitality brand in the North Carolina Mountains. She found the perfect plot of land through cold calling and created a unique getaway for reconnecting with loved ones and nature. The podcast discusses topics such as finding and acquiring land, maximizing investments and creating memorable stays, the importance of professionalism in hospitality, optimizing views and privacy for getaways, restoring beauty and creating connection, design features and challenges, factors of success and brand authenticity.
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Sep 19, 2023 • 56min

How to Build the Next Generation of STR Management Companies

Meet Jacob Mueller, Co-Founder and CEO of Renjoy — a next generation short-term rental management firm based in Colorado Springs. Growing up, Jacob never would’ve guessed he’d be an entrepreneur, he studied economics in college and thought he’d go into policy.  But during his senior year, Jacob had the opportunity to work on a school project as a part of his thesis that revolved around launching a business in rural Michigan — and while he couldn’t have known it at the time, this project would inspire him to leave his dreams of working in Washington DC to own and operate businesses.  After graduating, Jacob wound up getting really into coffee and bought a local chain of coffee shops in the Colorado Mountains. But after a couple of years of working in the restaurant businesses, Jacob desired a pivot — and so he began binging episodes of Bigger Pockets and learned as much as he could about real estate.  Tune in to hear the exciting story of how Jacob wound up going all in on real estate as he believes it’s one of the best ways to help people achieve financial freedom, and how this mission of his led him and two of his friends to start Renjoy and scale it to over 150 properties under management in just a couple of years. Discover Renjoy Follow Jacob on Twitter  Have you signed up for Ping yet? Ping makes it easy for guests to be notified when their favorite Airbnbs become available — and it's the secret tool the best Airbnb hosts use to maximize bookings. Sign up today at bnbping.com Meet Zach in Person! Annette and Sarah from Thanks for Visiting were kind enough to invite Zach to come speak at TFVCONon SEO Strategy for STR Hosts and he can’t wait to participate in this dynamic event. Zach would love to meet all you listeners in PERSON…so please consider coming to the event.  You can use the discount code “BTS” as in “Behind the Stays” at checkout for $150 off any ticket level. About the Show Behind the Stays is brought to you twice a week by Sponstayneous — a free, biweekly newsletter that brings subscribers the best last-minute deals and upcoming steals on Airbnb.   You can subscribe, for free, at www.sponstayneous.com.  Behind the Stays is hosted by Zach Busekrus, co-founder of Sponstayneous, you can connect with him on Twitter at @zboozee.
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Sep 15, 2023 • 55min

How British Airways and an Airbnb in Istanbul Inspired Him to Build a Glamping Destination in the Catskills

Meet Stephen Pellicano — a hospitality entrepreneur in the Catskills focused on building simple glamping structures with everything you need and nothing that you don’t! Stephen is a graphic designer by trade and fell in love with travel and hospitality after winning not one, but two free, round-trip tickets to Europe on British Airways as a part of a giveaway they were running back in the late 90s to promote the Concorde. This trip abroad would inspire Stephen to spend the next decade living, working, and traveling across Europe. It was during this time abroad where Stephen had his first encounter with Airbnb and while he couldn’t have known it at the time, this experience would ultimately inspire him to start a glamping hospitality business a decade later in the Catskill Mountains in New York. Follow Stephen on YouTube   Follow Stephen on Instagram   Elena's Cosmetics & Essential Oils Store   Have you signed up for Ping yet? Ping makes it easy for guests to be notified when their favorite Airbnbs become available — and it's the secret tool the best Airbnb hosts use to maximize bookings. Sign up today at bnbping.com Meet Zach in Person! Annette and Sarah from Thanks for Visiting were kind enough to invite Zach to come speak at TFVCONon SEO Strategy for STR Hosts and he can’t wait to participate in this dynamic event. Zach would love to meet all you listeners in PERSON…so please consider coming to the event.  You can use the discount code “BTS” as in “Behind the Stays” at checkout for $150 off any ticket level. About the Show Behind the Stays is brought to you twice a week by Sponstayneous — a free, biweekly newsletter that brings subscribers the best last-minute deals and upcoming steals on Airbnb.   You can subscribe, for free, at www.sponstayneous.com.  Behind the Stays is hosted by Zach Busekrus, co-founder of Sponstayneous, you can connect with him on Twitter at @zboozee.
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Sep 12, 2023 • 52min

How He Launched a Boutique Hotel for Bourbon Lovers — And Why He’s Bullish on Building for Niche Audiences.

Meet Eric Carrico — founder of the The Woodford Hotel, a boutique invisible service hotel in Versailles, Kentucky. Eric is a civil and environmental engineer by trade and has spent his career solving complex civil engineering problems for some of the largest heavy industrial earthwork construction projects in the country. After the housing crisis in 2008, Eric had the opportunity to buy a couple of properties and start his real estate investing journey. Eric’s investment journey was quite traditional until this little known start-up at the time, which we now all know as Airbnb, began expanding into the south east and the midwest. Eric being the early adopter that he is, decided to test it out…and, well, that would ultimately lead him to grow a meaningful portfolio of STRs in the great Louisville area which he’d then wind up parlaying into an experiential boutique hotel for Bourbon aficionados. Tune in to hear the dynamic story of the unique approach Eric took to launching this boutique hotel and why he believes other hospitality entrepreneurs should get bullish on hospitality offerings catered to niche audiences.  Follow Eric on Twitter Follow Eric on Instagram Follow The Woodford Hotel on Instagram Have you signed up for Ping yet? Ping makes it easy for guests to be notified when their favorite Airbnbs become available — and it's the secret tool the best Airbnb hosts use to maximize bookings. Sign up today at bnbping.com Meet Zach in Person! Annette and Sarah from Thanks for Visiting were kind enough to invite Zach to come speak at TFVCONon SEO Strategy for STR Hosts and he can’t wait to participate in this dynamic event. Zach would love to meet all you listeners in PERSON…so please consider coming to the event.  You can use the discount code “BTS” as in “Behind the Stays” at checkout for $150 off any ticket level. About the Show Behind the Stays is brought to you twice a week by Sponstayneous — a free, biweekly newsletter that brings subscribers the best last-minute deals and upcoming steals on Airbnb.   You can subscribe, for free, at www.sponstayneous.com.  Behind the Stays is hosted by Zach Busekrus, co-founder of Sponstayneous, you can connect with him on Twitter at @zboozee.
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Sep 5, 2023 • 56min

How to Build a Franchise-Worthy Hospitality Brand — The Story of Casiola

Meet Dennis Goedheid, founder and CEO of Casiola — one of the hottest vacation rental management companies in the short-term rental space. Dennis is no stranger to entrepreneurship — he started and sold two companies in his native Belgium before moving to Silicon Valley to find inspiration for his next big thing. And while he couldn’t have known it at the time, that next big thing would be a vacation rental management company based in Orlando, Florida that is helping to write the book, in real time,  on how to build such an exceptional hospitality brand that short-term rental managers from around the world want to franchise.  In this episode, Dennis and I discuss: Why Casiola builds their own software in-house Why Casiola is quick to grow regionally, but slow to grow nationally Why he’s bullish on franchising in the STR and vacation rental spaces The entrepreneurial opportunities he sees for founders in the hospitality industry Learn more about Casiola Connect with Dennis on LinkedIn This episode is brought to you by our friends at Minoan.  Minoan provides hosts with a one-stop-shop to get hundreds of discounts on the world’s leading brands, and a system where you can manage all of the ordering, tracking, returns, etc. in one place. Saving you time and money!  Create your free account here and be sure to tell the team that Zach from Behind the Stays sent you there way! Have you signed up for Ping yet? Ping makes it easy for guests to be notified when their favorite Airbnbs become available — and it's the secret tool the best Airbnb hosts use to maximize bookings. Sign up today at bnbping.com Meet Zach in Person! Annette and Sarah from Thanks for Visiting were kind enough to invite Zach to come speak at TFVCONon SEO Strategy for STR Hosts and he can’t wait to participate in this dynamic event. Zach would love to meet all you listeners in PERSON…so please consider coming to the event.  You can use the discount code “BTS” as in “Behind the Stays” at checkout for $150 off any ticket level. About the Show Behind the Stays is brought to you twice a week by Sponstayneous — a free, biweekly newsletter that brings subscribers the best last-minute deals and upcoming steals on Airbnb.   You can subscribe, for free, at www.sponstayneous.com.  Behind the Stays is hosted by Zach Busekrus, co-founder of Sponstayneous, you can connect with him on Twitter at @zboozee.
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Sep 1, 2023 • 60min

He Was Airbnb’s 13th Employee — And Here’s What He Thinks the Future of the Hospitality Industry Will Look Like

Meet Justin Hauge, Co-Founder and CEO of Storied Collection — a collection of castles and historical stays across the UK and Ireland.  While Storied Collection is Justin’s first rodeo as a founder, it’s not his first rodeo working in startups. Back in 2009, Justin was hired as the 13th team employee at a little start up that had just graduated from the most prestigious of startup accelerators, Y Combinator. And, yes, you guessed it — that startup was Airbnb.  In this riveting and insightful conversation, Justin talks about the 10+ years he spent working at Airbnb and how he helped build the company into the memorable brand that it is today. Justin also shares: - The story behind the founding of his new company Storied Collection, from a slightly different perspective than what his co-founder, Michael Goldin shared a few weeks ago on this very podcast - His ideas for the opportunities he sees to build great companies in the hospitality tech space - His thoughts on memberships and loyalty programs in STRs - Some spicy takes on the future of travel and hospitality as a whole. Have you signed up for Ping yet? Ping makes it easy for guests to be notified when their favorite Airbnbs become available — and it's the secret tool the best Airbnb hosts use to maximize bookings. Sign up today at bnbping.com Meet Zach in Person! Annette and Sarah from Thanks for Visiting were kind enough to invite Zach to come speak at TFVCONon SEO Strategy for STR Hosts and he can’t wait to participate in this dynamic event. Zach would love to meet all you listeners in PERSON…so please consider coming to the event.  You can use the discount code “BTS” as in “Behind the Stays” at checkout for $150 off any ticket level. About the Show Behind the Stays is brought to you twice a week by Sponstayneous — a free, biweekly newsletter that brings subscribers the best last-minute deals and upcoming steals on Airbnb.   You can subscribe, for free, at www.sponstayneous.com.  Behind the Stays is hosted by Zach Busekrus, co-founder of Sponstayneous, you can connect with him on Twitter at @zboozee.
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Aug 29, 2023 • 36min

The Story Behind Sponstayneous and the Behind the Stays Podcast

In this special podcast episode, Zach Busekrus, host of the Behind the Stays podcast and co-founder of Sponstayneous shares the stories behind the inception of both brands. - Uncover the story of how Zach and his wife broke their lease in Washington D.C. in the fall of 2020 to live full-time on Airbnb - Discover how Sam Parr, Founder of The Hustle and host of the My First Million podcast, played a role in Sponstayneous' early growth - Hear how Guy Raz from NPR's How I Built This inspired Zach to start Behind the Stays - And get a behind-the-scenes look at what Zach and the team at Sponstayneous are building (and why they're building it!) Reach out to Zach with questions, comments, and ideas at zach@sponstayneous.com  Subscribe to Sponstayneous Sign up for Ping  Join the Sponstayneous Host Partner Program  Meet Zach in Person! Annette and Sarah from Thanks for Visiting were kind enough to invite Zach to come speak at TFVCON on SEO Strategy for STR Hosts and he can’t wait to participate in this dynamic event. Zach would love to meet all you listeners in PERSON…so please consider coming to the event.  You can use the discount code “BTS” as in “Behind the Stays” at checkout for $150 off any ticket level. About the Show Behind the Stays is brought to you twice a week by Sponstayneous — a free, biweekly newsletter that brings subscribers the best last-minute deals and upcoming steals on Airbnb.   You can subscribe, for free, at www.sponstayneous.com.  Behind the Stays is hosted by Zach Busekrus, co-founder of Sponstayneous, you can connect with him on Twitter at @zboozee.

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