Conferences & Events Episodes

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 us for a conversation about the upcoming Short Stay Summit in London and the industry conversations surrounding it. Leo and Sarah will be serving as emcees for this year’s event, and they share why the Short Stay Summit has become such an important gathering for the indust...

Send us a message! This episode was recorded live at DARM 2025, right in the middle of the event, while the conversations were still unfolding and the energy was still fresh. Alex & Annie sit down for two fireside chats with Alex Cisneros (StayTerra) and Dennis Goedheid (Casiola) to talk through what’s showing up in the industry right now, and what operators are being asked to decide even when the path forward is not perfectly clear. If you were at DARM, this conversation will likely put w...

Send us a message! DARM week is almost here, and we’re kicking things off with the person behind it all — Amy Hinote, Founder of VRM Intel and creator of the industry’s most conversation-packed event. In this episode, Amy gives a behind-the-scenes look at what’s coming to DARM Conference 2025, from the surge of AI-driven innovation to the sessions, speakers, and tech reveals everyone will be talking about. The industry is moving fast, and Amy walks us through why this year’s conference is sha...

Send us a message! VRMA International 2025 is in the books and if you were there, you probably felt it too: this year hit differently. More people, deeper conversations, and a sense that the vacation rental industry is entering a new chapter. But what actually stuck after the applause faded? In this episode, Alex & Annie sit down with Tim Rosolio, Ela Mezhiborsky, and Jessica Gillingham to reflect on what stood out most, not just from the sessions, but from the conversations around the show. ...

Send us a message! This year marks 40 years of the Vacation Rental Management Association (VRMA), a milestone that comes at a pivotal time for the industry. In this episode, Alex & Annie sit down with Anne Gardner, Executive Director of VRMA, to explore how the association is entering a new chapter of growth, engagement, and industry leadership. Anne reflects on her first year as Executive Director and shares how listening to members, strengthening communication, and re-energizing voluntee...

Send us a message! In this special first-of-the-month bonus episode, Alex & Annie sit down with longtime friend and industry leader Tyann Marcink Hammond to talk about a timely and much-needed initiative to support host education. Tyann shares how she’s leading an effort to prepare short-term rental operators ahead of the 2026 FIFA World Cup, starting in Kansas City and expanding to other host cities across North America. Annie also shares a major personal announcement. After a successful ...

Send us a message! In this week’s episode, we’re taking you back to Miami Beach for a special look at one of the most talked-about events in the industry this year, the 2025 VRMA Executive Summit. It’s been a few weeks since the event, but the insights we gathered still feel just as relevant. Alex & Annie bring you candid interviews with some of the brightest and most respected voices in the vacation rental industry to talk through the wins, the growing pains, and the ideas shaping how we lead ...

Send us a message! Alex & Annie bring you behind the scenes at VRNation 2025 to explore direct booking strategies, industry growth, tech innovation, and the evolving role of associations in vacation rentals. Recorded live in Austin, Texas, this special bonus episode captures real-time insights from the conference floor. Alex & Annie had on-the-spot conversations with some of the industry’s most influential voices and rising innovators to unpack the real story behind what’s shaping the vacatio...

Send us a message! In this week’s episode, Matt Landau returns to the show to share one of the most personal and transformational shifts of his career — a journey from building systems and scaling success to rediscovering the power of human connection. Long known as a community builder and founder of VRMB, Matt opens up about the moment everything changed. After years of being surrounded by the same ideas and doing the same routines, he stepped outside the norm and into a retreat that would f...

Send us a message! We’ve got BIG news to share! In this special bonus episode, we welcome back industry powerhouse Amy Hinote to reveal all the exciting details about the 2025 Women’s Summit! What better time to celebrate this announcement than during International Women’s Day on March 8, 2025? This global day of recognition honors the achievements of women in every industry—including the incredible women shaping the vacation rental space. And what better way to continue that celebration than b...

Send us a message! In this episode, we are joined by some of the most influential leaders in the vacation rental industry. From VRMA (Vacation Rental Management Association), we welcome Executive Director Anne Gardner and Chair of the Board of Directors Jodi Refosco. Representing VR Nation, we have President Matt Tesdall and Executive Director Heidie Henriksen. Together, we dive into the exciting evolution of both organizations, their upcoming conferences, and the importance of collaboration in ...

In this special episode, Alex & Annie take you to the heart of the Track NEXT25 Conference, TravelNet Solutions' premier annual conference, held in the vibrant city of Nashville. This annual user conference brings together company representatives, executives, vendors, and customers for a blend of fun, fellowship, and educational sessions designed to maximize the value of Track software. Alex teamed up with Justin Panzer, VP of Marketing for TravelNet Solutions, to delve into what made this ye...

Welcome to the first episode of the year! What better way to kick off 2025 than with our tradition of reflecting on the past year’s highlights and setting an inspiring tone for the year ahead. In this episode, Alex and Annie revisit the most listened-to episodes of 2024, unveil their “Words of the Year” for 2025, and outline their bold goals and exciting plans for the months to come. Whether you’re looking to reflect on your own journey, draw inspiration for the year ahead, or stay updated...

Register at ⁠https://vrdarm.com/registration/⁠ and get $200 off when you use the promo code AlexAnnieVIP In this exciting episode, we are joined by the dynamic Amy Hinote, founder of the Vacation Rental Data and Revenue Management Conference (DARM). Amy shares her vision for DARM 2024, revealing exciting details about the venue, agenda, and the groundbreaking educational sessions planned for property managers and industry professionals. Tune in to learn about innovative strategies for revenue...

This week, we’re coming to you live from the heart of Florence, Italy, where Alex & Annie attended Scale Italia 2024! In this special on-the-ground episode, we bring you a dynamic mash-up of conversations with some of the most influential figures in the vacation rental and property management industries. Hear firsthand perspectives from Italy’s vibrant conference floor, where the future of global property management, tech trends, and regulatory changes in the short-term rental space were top of ...

Exclusive offer for Alex & Annie listeners: Get $400 off your onboarding fee when you partner with Hostaway using this link: http://get.hostaway.com/alexandannie In this episode, we dive deep into the world of public relations with industry expert Jessica Gillingham, CEO and founder of Abode Worldwide. Jessica shares her unique journey into the vacation rental space, from her early days in Canadian tourism to launching her own booking platform, and eventually founding Abode Worldwide. She off...

Exclusive offer for Alex & Annie listeners: Get $400 off your onboarding fee when you partner with Hostaway using this link: http://get.hostaway.com/alexandannie Welcome to our August 1st of the month bonus episode! Today, we welcome back Simon Lehmann, a seasoned expert in the vacation rental industry and the co-founder and CEO of AJL Atelier. With over two decades of experience, Simon has been at the forefront of innovation and strategy, guiding countless property management companies throu...

Get your Scale Italia 2024 tickets here: https://www.tickettailor.com/events/scalerentalsitalia/1074426 Exclusive offer for Alex & Annie listeners: Get $400 off your onboarding fee when you partner with Hostaway using this link: http://get.hostaway.com/alexandannie In this week’s episode, Alex & Annie welcome the team behind the Scale Italia - Gianpaolo Vairo, Damian Sheridan, and Cristiana Carpini - to discuss their rapidly growing conference series for professional vacation rental manage...

In this episode, Alex & Annie are joined, for the third time, by Marcus Rader, CEO and co-founder of Hostaway - the largest all-in-one solution for vacation rental property managers. Regulatory Challenges & Unique Perspectives Marcus shares candid insights from his recent travels, including staying in an "illegal" rental in New York City. He dives into the growing pains of regulation across different markets and the underlying psychology behind it. The Quest for Quality at Scale The discus...

Join Alex & Annie as they delve into the dynamic world of vacation rentals with Erin Booth, COO of Summit Mountain Rentals in Colorado. Erin's extensive background in the industry, from managing a single unit in Brooklyn Heights to her current leadership role, provides a wealth of knowledge and insights for listeners. Erin's Background: Erin Booth's journey in the vacation rental industry began with managing a single unit in Brooklyn Heights, New York. Her passion for hospitality and property...

In this episode, Alex & Annie welcome Rich Sippos, Head of Sales at Extenteam, to discuss how their dedicated remote staffing solutions can streamline vacation rental business. Rich shares valuable insights into Extenteam's philosophy, dispels common misconceptions, and reveals how they can support vacation rental businesses. Rich brings a wealth of experience from the vacation rental industry, having transitioned from owning and operating his own vacation rental business to consulting and ev...

Welcome to our 1st of the month bonus episode. In this episode, Alex & Annie are not fooling around with April Fools' jokes; instead, they have significant announcements to share! Annie's New Role at NextPax Annie unveils her new role as the Director of Technical Supply for the Americas at NextPax. She discusses her responsibilities, the potential for growth in South America, and the importance of channel management in today's vacation rental landscape. Annie shares insights on NextPax's plat...

Get the inside scoop on the latest vacation rental technology trends! Alex & Annie are joined by DARM Battleground Baddies: Travis Wilburn, CJ Stam, and Julie Byrd to break down the groundbreaking innovations from this year's Battleground of Technology Providers. Learn why Key Data's data-driven tools were the clear winner and how AI is changing how properties are booked. Darm Conference Highlights Discover the standout technologies showcased at the DARM Conference and get the judges' expert ...

In this episode of "Alex and Annie, The Real Women of Vacation Rentals," we embark on a fascinating journey into the vacation rental industry with a panel of seasoned experts known as the OGs of the Panhandle. Our guests, including trailblazers like Jim Olin, Steve Caron, Lino Maldonado, and Paul Wolford, share their personal journeys from the industry's early days to the dynamic landscape it occupies today. The Early Days: Dive into the challenges and triumphs of being pioneers in the vacati...