Vacation Rental Success

We’ve arrived at Week 5 of SSTIR Crazy 2025, and this might be the most critical challenge yet! Sustainability Week is here, and the stakes have never been higher for StayWise Rentals. This episode of the podcast and SSTIR Crazy Month is sponsored by Guesty, your all-in-one platform for hospitality businesses to automate and optimize every aspect of your operations. ***Use code SSTIRCRAZY for 50% off your first annual plan***  >> Discover more about Guesty in the Virtual Vendor Showcase >> Register today to attend SSTIR Crazy Month 2025 According to the 2024 Booking.com Sustainability Survey, 75% of global travelers want to make more eco-friendly travel choices in the next 12 months. However, 43% admit to feeling guilty when their choices fall short. This reveals a growing trend: while there’s a demand for sustainability, travelers still struggle to act on it—unless the choice is made easy for them. That’s exactly the challenge StayWise Rentals is facing this week. As competitors successfully market t

We’ve arrived at Week 4 of SSTIR Crazy 2025, and this might be the most critical challenge yet! Regulations Week is here, and the stakes have never been higher for StayWise Rentals. This episode of the podcast and SSTIR Crazy Month is sponsored by Guesty your all-in-one platform for hospitality businesses to automate and optimize every aspect of your operations. ***Use code SSTIRCRAZY for 50% off your first annual plan***  >> Discover more about Guesty in the Virtual Vendor Showcase >> Register today to attend SSTIR Crazy Month 2025 This week, we tackle one of the biggest challenges short-term rental operators face: regulations. With StayWise Rentals in crisis, our expert Dana Lubner from Rent Responsibly joins us to break down the strategies for compliance, advocacy, and overcoming regulatory hurdles. The StayWise Rentals Incident After weeks of dealing with trust issues, safety failures, and an insurance disaster, Sarah and Mike Chen at StayWise Rentals were blindsided by a notice from their local m

In this third week of SSTIR Crazy 2025, StayWise Rentals grapples with an insurance nightmare when a malicious pool party threatens to ruin their business. This episode of the podcast and SSTIR Crazy Month is sponsored by Guesty your all-in-one platform for hospitality businesses to automate and optimize every aspect of your operations. ***Use code SSTIRCRAZY for 50% off your first annual plan*** >> Discover more about Guesty in the Virtual Vendor Showcase Proper has developed a specialty short-term rental insurance policy that covers both commercial and personal use of your vacation rental.  >> Discover more about Proper Insurance >> Register today to attend SSTIR Crazy Month 2025 “It just makes sense to buy the best cover available," said a lone voice in a Facebook group in answer to the question “Where can I get the cheapest insurance?”.  Sadly many of the responses pointed to cut price options which is clearly the route Staywise Rentals went when they started out.  And now to their horror, an i

In this second week of SSTIR Crazy 2025, StayWise Rentals grapples with a critical turning point: a safety crisis threatening their direct bookings. Easter Egg #7 [Justin] - >> SSTIR Crazy Registrants can enter this phrase in the gamification section on the app to earn big points towards the 2 VIP Tickets to VR Nation Conference, Austin, TX, April 27-28, 2025. This episode of the podcast and SSTIR Crazy Month is sponsored by Guesty your all-in-one platform for hospitality businesses to automate and optimize every aspect of your operations. ***Use code SSTIRCRAZY for 50% off your first annual plan*** >> Discover more about Guesty in the Virtual Vendor Showcase Join thousands of top operators using Breezeway to elevate their business—because better operations mean better guest experiences and stronger owner relationships.  >> Discover more about Breezeway >> Register today to attend SSTIR Crazy Month 2025 In this episode of the Vacation Rental Success Podcast, host Heather Bayer sits down with Justin

In this first week of SSTIR Crazy 2025, StayWise Rentals grapples with a critical turning point: a trust crisis threatening their direct bookings. Easter Egg #3 [Guest-Centric] - >> SSTIR Crazy Registrants can enter this phrase in the gamification section on the app to earn big points towards the 2 VIP Tickets to VR Nation Conference, Austin, TX, April 27-28, 2025. This episode of the podcast and SSTIR Crazy Month is sponsored by Guesty your all-in-one platform for hospitality businesses to automate and optimize every aspect of your operations. >> Discover more about Guesty in the Virtual Vendor Showcase Trust Week of SSTIR Crazy Month is also sponsored by I-Prac, your global verification and certification platform that ensures hosts and property managers are legitimate and trustworthy, thereby enhancing safety and confidence for travelers. >> Discover more about I-Prac >> Register today to attend SSTIR Crazy Month 2025 In this episode, Heather Bayer sits down with trust expert Chris Maughan from I-P

There comes a point in every property manager’s journey where they have to consider whether their chosen property management system is still the right fit.  For those who made a strong and well-researched choice early on, this may not be an issue, but for many, that tipping point arrives and needs to be addressed. So, as we kick off SSTIR Crazy Month, we’re discussing a hot topic that's especially relevant for our fictional company, Stay Wise Rentals.  Over the next five weeks, we'll follow Stay Wise as they tackle various challenges and consider switching their PMS to boost efficiency and growth." In this pivotal episode, I’m joined by David Angotti, Chief Evangelist at Guesty, who brings a wealth of knowledge about the evolution of property management systems. David’s expertise couldn’t come at a better time as we explore the critical role these systems play in scaling operations and enhancing profitability in the vacation rental industry. Today, we're setting the stage for a month-long exploration of how m

Around this time last year, we had an idea that grew out of a LinkedIn post by Justin Ford. He had expressed his disappointment at the limited attention given to some topics at the 2023 VRMA conference and questioned how we could get more interest in the foundational elements of our business. That was the spark for the first SSTIR Crazy month, and here we are now heading into year 2.   In this episode, the co-founders of the Vacation Rental Formula Business School share what you’ll experience in this new and enhanced SSTIR Crazy 2025. Joining your host Heather Bayer, is her son and business partner, Mike - both seasoned experts in the vacation rental industry. Together they bring their insights into the foundational aspects of running a successful vacation rental business - focusing on safety, sustainability, trust, insurance, and regulations.  Revolutionize Your Employee Onboarding with THRIVE Essentials: Faster Training, Stronger Teams, Better Results! Discover how THRIVE Essentials accelerates onboarding

If you’ve ever wondered how Artificial Intelligence (AI) is shaking things up in the vacation rental industry, you’re in for a treat. Steve Trover has been a driving force in our industry for over 28 years, and through his company, Better Talent, he’s helped over 300 property managers refine their recruitment strategies and operations. But here’s where it gets exciting - Steve and his team are harnessing AI to transform everything from how job ads are crafted to how talent is optimized. In this episode Heather and Steve explore how these innovations are not just streamlining operations, but also enhancing the guest and homeowner experience. It’s a conversation packed with insights, practical tips, and a glimpse into the future of AI in short-term rentals. Revolutionize Your Employee Onboarding with THRIVE Essentials: Faster Training, Stronger Teams, Better Results! Discover how THRIVE Essentials accelerates onboarding for new property management staff, boosting performance and reducing turnover. >> THRIVE Es

Happy New Year! This special episode - our annual reflection on the last 12 months and a look at where we are going in 2025 - features none other than David Angotti.  David’s been in the short-term rental world for years and has done it all - co-founding tech startups, building a successful property management company in the Smoky Mountains, and now serving as Chief Evangelist at Guesty. He’s also an incredible storyteller and someone who just gets the ins and outs of this business like few others. Having him on the show is always a treat, and I couldn’t think of a better way to set the tone for the year ahead. In this episode, we take a look back at 2024 - what worked, what didn’t, and the lessons we can carry forward. From evolving guest expectations to AI tools that can transform your business, David shares his perspective on what’s next for the vacation rental industry and how you can thrive in 2025. What You'll Discover: Evolving Guest Expectations: Insights into how guest expectations are shifting and

2024 showed us that direct booking isn’t dead.  On the contrary, the appetite for building a strategy for independence from the OTAs is as strong as ever, if a little more challenging.  For it to be successful, there’s work involved, but for those with enthusiasm and commitment, it will be fulfilling in the long run. Joining us in this episode is Nihal Salah, a marketing strategist with a knack for demystifying marketing strategies for businesses. With extensive experience in leveraging AI to streamline marketing efforts, Nihal offers practical insights into how vacation rental businesses can develop their niche marketing strategies into practical strengths.  Revolutionize Your Employee Onboarding with THRIVE Essentials: Faster Training, Stronger Teams, Better Results! Discover how THRIVE Essentials accelerates onboarding for new property management staff, boosting performance and reducing turnover. >> THRIVE Essentials Are you listening to this podcast on the move? Get to the show notes here: https://www.va

Is  Airbnb’s new co-hosting network a game-changer for property management, or a challenge for traditional operators? In this episode Heather is joined by the founder of Rental Scale-up and  Global Head of Product Marketing at PriceLabs, Thibault Masson, to discuss the opportunities, threats and potential of Airbnb’s latest endeavours. Thibault Masson  is a seasoned entrepreneur and thought leader in the short-term rental industry. With experience managing properties in Bali, Saint Barts, and now Venice, Thibault combines hands-on operational knowledge with strategic expertise. He offers unique insights into industry trends, regulatory challenges, and the evolution of property management practices, making him a trusted resource for property managers worldwide. Revolutionize Your Employee Onboarding with THRIVE Essentials: Faster Training, Stronger Teams, Better Results! Discover how THRIVE Essentials accelerates onboarding for new property management staff, boosting performance and reducing turnover. >> THRI

1 in 36 children in the U.S. have been identified with autism spectrum disorder (ASD), which represents a significant increase from previous years with the prevalence of autism in the U.S. increasing by 312% since 2001. While these are staggering statistics, they also represent an opportunity for vacation rental owners and managers to create the inclusive and safe spaces that families with autistic children need. And it doesn’t require a huge investment. In this episode of the Vacation Rental Success Podcast, Suzanne Hacker, the founder of Spectrum Friendly Vacations, shares her ideas on how vacation rental owners can make small yet meaningful changes to create accessible spaces for these families. Suzanne Hacker is a vacation rental business coach and passionate advocate for inclusivity. She works with vacation rental hosts to design properties that accommodate families with autistic children. Drawing from her background in vacation rental management and her personal experiences, Suzanne offers practical adv

Is SEO dead in the short-term rental space?  According to experts, it remains a vital and evolving component of digital marketing strategies for vacation rental businesses in 2024 and beyond.  In this episode, host Heather Bayer sits down with Jill McGee from InterCoastal Net Designs (ICND) to discuss SEO strategies for vacation rental websites. Together, they explore how to optimize content, adapt to AI-driven search trends, and drive direct bookings through enhanced online visibility. Jill is the Senior Digital Marketing Specialist at ICND, a web design and digital marketing platform for vacation rental businesses. With a strong background in content optimization, data analysis, and innovative marketing strategies, Jill helps property managers build powerful direct booking websites and compete effectively in the ever-evolving digital landscape. Her practical advice and deep industry insights make her a go-to resource for online growth in the vacation rental sector. Revolutionize Your Employee Onboarding wi

In this episode of the Vacation Rental Success Podcast, host Heather Bayer sits down with her business partner and son, Mike Bayer, to explore The Five Languages of Appreciation in the Workplace. Together, they discuss how these principles can be applied in vacation rental management to motivate, retain, and inspire team members. Mike Bayer is the CEO and co-founder of the Vacation Rental Formula Business School, bringing his leadership experience from the British Army and the fire service into the short-term rental industry. With a passion for fostering strong teams and creating supportive workplaces, Mike has leveraged his expertise to help property management companies build thriving teams. His insights on workplace appreciation are drawn from both practical application and formal leadership coaching, making him an authority on creating positive work environments. Revolutionize Your Employee Onboarding with THRIVE Essentials: Faster Training, Stronger Teams, Better Results! Discover how THRIVE Essentials

Following an AHA moment at the VTSTRA Conference in Vermont in early November, where AI was mentioned in just about every presentation, this episode introduces Kate Stoermer from The CEO Host to discuss the practical uses of AI in vacation rental management, from simplifying workflows to optimizing guest experience. Kate Stoermer, founder of The CEO Host, brings over two decades of business expertise and hands-on experience in short-term rental management to the conversation. With a background in healthcare administration, nonprofit leadership, and as a founding member and President of the Michigan Short-Term Rental Alliance, Kate has been instrumental in guiding property owners through the challenges of managing and scaling short-term rental portfolios. Her consulting business focuses on empowering property managers and owners with innovative solutions, including the strategic use of AI to streamline processes and improve guest satisfaction. Revolutionize Your Employee Onboarding with THRIVE Essentials: Fas

When we talk about marketing it’s often about tactical aspects like posting on Instagram, making reels or how to manage influencers.  But without a sound marketing strategy behind the tactics, the chance of them succeeding is low. In this episode of the Vacation Rental Success Podcast, host Heather Bayer sits down with marketing strategist Nihal Salah, from Barcelona, to discuss the essential elements of a successful marketing strategy for vacation rental businesses. Nihal is a marketing powerhouse with nearly 20 years of experience, bridging the worlds of big business and small startups. She started out as a data analyst at Nokia, where she got hooked on the power of data to shape effective marketing. But it wasn’t long before she found her true passion: helping entrepreneurs cut through the noise and build marketing strategies that drive real results. Today, as a fractional marketing officer, Nihal partners with businesses across industries, including the fast-paced world of short-term rentals. Her knack fo

In this episode of the Vacation Rental Success Podcast, host Heather Bayer sits down with Valerie Gangas from Juniper Holiday + Home to discuss how diverse life experiences can shape success in the vacation rental business. Valerie shares how her background in hospitality, real estate, and spirituality drives her unique approach to creating memorable guest experiences and building a strong, value-driven team. Valerie Gangas is the founder of Juniper Holiday + Home, a distinctive vacation rental and property management company known for its personalized, luxurious experiences. With a background spanning hospitality, real estate, and spiritual coaching, Valerie has seamlessly integrated these diverse skills to build a business focused on creating "magic" for her guests. Her journey from working in the family restaurant business to becoming a sought-after spiritual entrepreneur has given her a unique perspective on hospitality, shaping a brand centered on exceptional guest service and a strong company culture.

In this episode of the Vacation Rental Success Podcast, host Heather Bayer sits down with Steve Trover from Better Talent to discuss the intricacies of hiring, team building, and finding the right people for the right roles. Steve shares his experience in helping vacation rental businesses build strong, impactful teams and avoid the pitfalls of poor hiring practices. Steve Trover is a seasoned entrepreneur and the founder of Better Talent, a recruitment agency tailored to the vacation rental industry. With over 34 years of experience and having founded 16 companies, including All-Star Vacation Homes, Steve brings a wealth of knowledge in managing and scaling businesses. His expertise lies in building world-class teams and solving the complex challenge of getting the right people into the right seats, which can make or break a company's success. Revolutionize Your Employee Onboarding with THRIVE Essentials: Faster Training, Stronger Teams, Better Results! Discover how THRIVE Essentials accelerates onboarding

In this episode of the Vacation Rental Success Podcast, host Heather Bayer sits down with Christine Smith from CS Consulting 101, to discuss how showing up in the workplace impacts communication, relationships, and ultimately, the success of a vacation rental business. Christine Smith is a seasoned hospitality professional with over 20 years of experience in the industry. Having started her journey as a live-in host and evolving into property management, Christine is now the founder of CS Consulting 101, where she helps businesses improve internal communication and team dynamics. Her expertise lies in fostering self-awareness and strengthening relationships within teams to enhance guest experiences. In this episode, Christine shares her insights on how understanding and refining the way we “show up” in the workplace can lead to better business outcomes. What You'll Discover: The Power of Showing Up: Christine explains the concept of "showing up" and why self-awareness and emotional intelligence are key to s

In this episode of the Vacation Rental Success Podcast, host Heather Bayer sits down with Tammi Sims, Vice President of Partnership Experience at Extenteam, to discuss the benefits of hiring virtual assistants for short-term rental businesses, and how property managers can integrate remote team members to enhance efficiency and guest experience. Tammi brings over a decade of experience in the short-term rental industry, having started her journey as a short-term rental home owner, and later transitioning to a role in a tech start-up. Now at Extenteam, she focuses on helping property managers connect with virtual assistants to streamline operations. Tammi has a deep understanding of hospitality, guest communications, and team dynamics, making her a key figure in supporting companies looking to scale with remote staffing solutions. ________________________________________________   Revolutionize Your Employee Onboarding with THRIVE Essentials: Faster Training, Stronger Teams, Better Results! Discover how THRIV