The Vacation Rental Show

The Vacation Rental Show

Welcome to The Vacation Rental Show where we dive into the latest hot topics, technology and strategies, to help you take the vacation rental world by storm. Hosted by industry veteran, Lynell Gordon.

Episodes

January 27, 2026 28 mins
Most property managers chase growth by signing every property they can find and treating bookings as transactional revenue opportunities. Shervin Jamshidpour built RestNest differently - starting with one friend's house in Kelowna, British Columbia, leveraging guest inquiries he couldn't accommodate to onboard new properties, and growing to 26 ultra-high-end vacation rentals by prioritizing relationships over rapid expansion. His ...
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Creating memorable vacation rental experiences goes far beyond clean properties and smooth check-ins. The small branded details you leave in guests' hands become lasting impressions that keep your name top-of-mind long after checkout, and drive rebookings year after year. Steve Zimmerman, CEO and owner of Beach House Logos, has spent 25 years helping vacation rental managers create these strategic brand touchpoints. From custom sp...
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Scaling a vacation rental business beyond your first market requires more than ambition—it demands strategy, systems, and the right partnerships. In this episode recorded at Streamline Summit, Lynell sits down with three industry leaders who reveal what it really takes to grow successfully. Koen Roelens scaled from a hotel industry side hustle to 600 properties across Florida by admitting he's terrible at operations and hiring acc...
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Jason Gann, Account Executive at RevMax, shares his surprising discovery after transitioning from competing revenue management platforms to Inhabit's comprehensive solution. With a decade of industry experience, Jason reveals why RevMax goes far beyond basic dynamic pricing—offering length-of-stay pricing automation, comp set analysis, maximum yield optimization, and professional revenue manager support. The conversation explores h...
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Jay Sudowski brought an unconventional background to vacation rental management: running critical IT infrastructure for Denver's transportation system and school districts. In 2022, he bought Beachside HHI in Hilton Head, South Carolina with just thirteen properties while simultaneously selling his tech company and training for a half Ironman. Three years later, he's nearly doubled the portfolio to thirty properties while maintaini...
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Taylor Moore and Danielle Giancola built Nomadic Vacays from zero to 57 properties in Naples, Florida in just over four years, starting during the COVID-19 pandemic after relocating their entire family from New Jersey. Their unconventional approach prioritized infrastructure over gradual scaling, building systems designed for 100 properties from day one. In this episode of The Vacation Rental Show, Taylor and Danielle share why the...
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Amanda Look built Salt Air Properties from one house in 2009 to 100 properties with a fully employed staff of 30 people in Bar Harbor, Maine. Her journey started while working full-time at a bank, and when her first vacation rental booked solid within three days of going online, she knew she was onto something special. In this episode of The Vacation Rental Show hosted by Lynell Gordon, Amanda shares why she chose to hire all clean...
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Jennifer Mucha built Arrived from one home in Sunriver, Oregon to 350 units across multiple states over 21 years. Her growth strategy combined organic expansion with strategic acquisitions, teaching her invaluable lessons about what works and what creates unexpected challenges when scaling a vacation rental business. In this episode of The Vacation Rental Show hosted by Lynell Gordon, Jennifer shares why geography is the hardest fa...
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Tiffany Moldovan, Director of Property Management at Beach Realty in the Outer Banks of North Carolina, joins Lynell Gordon to discuss one of the most dramatic market shifts in vacation rental history. The traditionally stable Outer Banks market, known for generational Saturday-to-Saturday seven-night stays, saw 10,000 additional three-to-six-night reservations in 2025 while seven-night bookings dropped by 9,000. Tiffany reveals ho...
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Michael Steinkirchener, founder of Uncharted Vacations, joins Lynell Gordon on The Vacation Rental Show to share his unconventional approach to building a vacation rental management company. Unlike competitors chasing unlimited growth, Michael deliberately caps his portfolio at 100 properties to maintain personal relationships with every owner and guest. He reveals his innovative "Redesign on Our Dime" program that finances propert...
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What happens when you build a property management company with the vision to operate in places you love while helping your closest friends achieve financial freedom? Christian Gissing, founder of True North Property Management, shares his 11-year journey from bootstrapping in Traverse City, Michigan, to managing properties across four countries including Jamaica, the UK, Bali, and Mexico. In this episode, Christian reveals his inno...
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When booking windows collapse from a year to just two weeks and hurricanes strike repeatedly, how do luxury property managers not just survive but thrive? Casey Alderman, property manager at Parsley-Baldwin Realty in Boca Grande, Florida, shares her proven strategies for navigating unprecedented market disruption. In this episode, Casey reveals how she transformed disaster preparation into a trust-building advantage, maintained pre...
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What makes a technology partnership truly sustainable? Mike Norde, Director of Third-Party Partnerships at Inhabit, reveals the strategy behind one of the industry's most powerful ecosystems. With deep expertise from his leadership roles at Streamline, Mike shares how welcoming competitors actually drives innovation, why treating partners like guests creates lasting relationships, and how to identify vendors who deliver real value ...
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What if you could offer hotel-level concierge service to your vacation rental guests without adding any workload to your team? Milad Ghods, co-founder of Bellhopt, joins Lynell Gordon on The Vacation Rental Show to share how his company is solving a problem 87% of guests experience: making that first-day grocery run. After countless trips where he and his co-founder arrived exhausted at rentals only to find empty refrigerators, the...
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In this episode of The Vacation Rental Show, host Lynell Gordon sits down with Lino Maldonado (CEO) and Brady Stump (Co-founder) of Stakeholders VR to explore a revolutionary new model for property management consolidation. Unlike traditional acquisitions that strip away local brands and force tech stack changes, or franchise models, Stakeholders VR has created what they call "the third lane"—a supergroup model that allows top-tier...
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In this episode of The Vacation Rental Show, host Lynell Gordon sits down with Angie Leone, CEO and founder of Coconut Condos in Maui, to explore one of the most heart-wrenching yet inspiring stories in vacation rental history. From managing 60 properties with a staff of 13 and being named SBA Women-Owned Business of the Year in May 2023, to losing 45 properties, her office, and warehouse in the Lahaina fire just three months later...
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In this episode of The Vacation Rental Show, host Lynell Gordon sits down with Matthew Gurley, Director of Sales and Partner Integrations at Lynnbrook, to explore the revolution happening in vacation rental payment processing. With over a decade of experience in vacation rental fintech, including roles at BookingPal and now Lynnbrook, Matthew reveals how payment technologies are fundamentally transforming the industry. From the shi...
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In this episode of The Vacation Rental Show, host Lynell Gordon sits down with Grace Souter, Director of Digital Marketing at Inhabit, to explore the evolution of vacation rental marketing strategies from small-scale storytelling to enterprise-level automation. With over 15 years of experience including roles at BlueTent, Vacasa, and various Outer Banks property management companies, Grace reveals how marketing approaches must fund...
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In this episode of The Vacation Rental Show, host Lynell Gordon sits down with three industry leaders who are launching a revolutionary nonprofit initiative. Rachele Hobbs (CEO of Hobbs Realty), Sue Jones (founder of HR4VR), and April Burns (ICND Senior Account Executive) introduce Hospitality Heroes, a 501(c)(3) organization born from Hurricane Helene's devastating impact on Western North Carolina. Their mission centers on one pow...
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In this episode of The Vacation Rental Show, host Lynell Gordon sits down with Anne Gardner, Executive Director of VRMA, to explore how the largest global community for vacation rental professionals has transformed through member-driven feedback and strategic listening. Anne reveals how VRMA evolved from traditional conference programming to a member-led approach featuring over 50 volunteer planners, personalized learning paths, an...
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