Podcast Episodes

Send us a message! In this episode, we are joined by Ed Ulmer, CEO of Barefoot, for a conversation about trust accounting, vacation rental technology, and what operators need from their systems as their businesses become more...

Send us a message! The vacation rental industry has gone through major waves of change over the last two decades, and AI is quickly becoming one of the biggest shifts yet. In this episode, we are joined by John Suzuki , Chief...

Send us a message! In this second episode of First of the Month Wrangle, presented by Lasoh , Alex & Annie are joined again by Orlie Benjamin, Founder and CEO of Lasoh , to continue the conversation around vacation rental mar...

Send us a message! In this episode, we are joined by James Smith, CEO of InvitedHome, for a conversation about focused growth, luxury vacation rental operations, and what it takes to build a more sustainable business in high-...

Send us a message! In this episode, we are joined by Paul Wohlford and Amanda Szubert of Call Center Solutions to talk about staffing, guest services, AI, and the growing need for reliable support in vacation rental operation...

Send us a message! Many vacation rental operators are working to grow direct bookings, but the real opportunity is not just driving more traffic to their website. It is understanding what happens once guests get there. In thi...

Send us a message! In this episode, we welcome back Mike Flaskey , President and Chief Operating Officer of Marriott Vacations Worldwide. Mike shares what brought him back to the industry, what his new role looks like, and ho...

Send us a message! Revenue strategy does not happen on autopilot. Markets shift, booking windows move, owners ask harder questions, and guests become more price sensitive. For vacation rental managers, the strategy that worke...

Send us a message! In this episode, Alex & Annie sit down with Pierre-Camille Hamana, founder and CEO of Hospitable, to talk about the evolution of vacation rental software and why adoption across the industry still has so mu...

Send us a message! In this special episode, Alex and Annie sit down with Tim Rosolio, Vice President of Vacation Rental Partnerships at Vrbo, for a behind-the-scenes look at Vrbo’s Vacation Rentals of the Year program and wha...

Send us a message! Not every guest stay ends with a five-star review. Some leave behind a mess. Some turn into a serious operational headache. And some become the kind of story you end up telling for years. That is the idea b...

Send us a message! What does it take to grow a vacation rental company without losing the local identity that made it successful in the first place? In this episode, we are joined by Jakob Dwyer, CEO of Awayday, to talk about...

Send us a message! We’re kicking off a new special series, First of the Month Wrangle , in partnership with Lasoh , where we’ll dig into the strategies, systems, and blind spots shaping one of the most important and often mis...

Send us a message! In this episode, Tom Stewart, COO of Resort Realty, joins Alex & Annie to talk about the realities of running a vacation rental business in the Outer Banks, one of the most established and distinctive marke...

Send us a message! Human trafficking is a complex and often misunderstood issue, and one that exists across communities, including within hospitality. In this episode, we’re joined by Betsy Steckler, Regional Director of Part...

Send us a message! In this episode, we’re joined by Leo Walton , Co-founder of Truvi, and Sarah Nan DuPre , Strategic Partnerships Director at AirDNA. Leo and Sarah are also the co-hosts of The Check-In Podcast, and they join...

Send us a message! Distribution in the vacation rental industry has never been more complex. Property managers today are balancing major OTAs, niche platforms, emerging luxury channels, and an increasingly layered tech stack,...

Send us a message! Growth in short-term rentals often gets framed as a numbers game. More properties, more markets, more tech, and more scale. But what if growth isn’t about doing more but choosing better? In this 1st of the ...

Send us a message! In this episode, Alex & Annie sit down with Tim Hubbard, CEO of Corzly, to break down how a virtual property management model actually works and what it takes to make it successful. Tim started in long-term...

Send us a message! In this episode, Alex & Annie sit down with Krista Goodrich and Kymberlee Nguyen, the duo behind Salty Dog Vacations, to talk about what it really takes to build a vacation rental company that guests rememb...

Send us a message! Midterm rentals are moving from a side option to a real strategy. In this episode, Alex & Annie sit down with Jeff Hurst, CEO of Furnished Finder and former HomeAway and Expedia Group leader, to explain why...

Send us a message! Destination marketing is in a pressure test. Short-term rentals have become a major part of how people travel, yet many DMOs still struggle with how (or whether) to include them. At the same time, AI is spe...

Send us a message! Condo-hotels and resort-style properties sit in a tricky middle ground. They are not traditional hotels, but they are not quite vacation rentals either. Many still run on hotel tech stacks, charge hotel-sty...

Send us a message! In this episode, we are joined by Deepak Mehrotra, founder and CEO of California Design Den, for a practical discussion on how linen decisions affect short-term rental operations over time. Drawing from mor...