Property Management Shows

Jan. 20, 2026

Stop Calling It Luxury: Setting the Standard in Vacation Rentals with…

Send us a message! Last week with Moriya Rockman, we explored luxury through the lens of growth, relationships, and what it takes to scale a high-end portfolio without losing the hospitality at the center. This week, Nir Maim...

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Jan. 13, 2026

From One Swiss Chalet to a Global Luxury Portfolio with Moriya Rockma…

Send us a message! In this episode, we sit down with Moriya Rockman, founder of Smiling House Luxury, to explore how a single personal vacation home in the Swiss Alps became the starting point for a global luxury vacation ren...

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Jan. 6, 2026

Culture Over Features: Building a Human-First Tech Company with Frank…

Send us a message! In this episode, Alex & Annie sit down with Frank Bosi , Senior Director of Partnerships at Hostfully , to unpack what it really takes to build a tech company that people trust. Frank’s journey began in lux...

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Dec. 30, 2025

From Rocks to Remarkable: The Making of Destin Dreamers, with Arlen B…

Send us a message! In this episode, Alex & Annie sit down with Arlen Busenitz to talk about his unconventional path from a Kansas farm to pastoring a small-town church, volunteering as an EMT, working with NASA through a defe...

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Dec. 24, 2025

Sarah Bradford Unfiltered: Fix These Vacation Rental Mistakes Before …

Send us a message! In this unfiltered conversation, Sarah Bradford joins us once again to break down the most common and costly mistakes she sees vacation rental operators still making today. Drawing from more than two decade...

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Dec. 16, 2025

DARM 2025 Fireside Chats: What the Industry Is Finally Saying Out Loud

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 ...

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Dec. 9, 2025

Reinventing the Backend: Jim Devos Debuts VRWorks

Send us a message! In this episode, we are joined by Jim DeVos , industry veteran, former co-owner of Best Beach Getaways , for the first public reveal of VR Works — the backend system he spent years building to fix the opera...

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Dec. 2, 2025

The Guest-First Strategy: How Brandon Hall Built a Scalable Vacation …

Send us a message! In this episode, we sit down with Brandon Hall , Founder and CEO of Hallson Hospitality , to explore how a guest-first philosophy can become a true engine for growth in the vacation rental industry. Brandon...

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Nov. 11, 2025

Chillin' with Dylan: How to Build a People-First Culture in a Competi…

Send us a message! In this episode, Alex & Annie head to Florida’s scenic 30A to sit down with Dylan Bozarth , General Manager of 30A Escapes, for a real conversation about leadership, culture, and what it takes to build a te...

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Nov. 5, 2025

Finding Strength in the Ashes: Angie Leone’s Story of Resilience afte…

Send us a message! When everything you’ve built disappears overnight, how do you begin again? In this episode, we sit down with Angela “Angie” Leone, founder of Coconut Condos in Maui, to share a story of loss, faith, and reb...

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Oct. 28, 2025

Turning Connection into Conversions: How Chalets Hygge Achieved 70% D…

Send us a message! In this episode, we’re joined by Kerri Gibson , CEO and Co-Founder of Chalets Hygge , a hospitality brand inspired by the Scandinavian idea of hygge — finding joy and contentment in life’s quieter moments. ...

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Oct. 21, 2025

Scaling with Soul: How Zzzing Uses AI to Keep Hospitality Human with …

Send us a message! As hospitality companies race to scale, many face a difficult trade-off: grow fast or stay personal. But Zzzing, a leading hospitality brand based in Malta, is proving you can do both. In this episode, we’r...

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Oct. 14, 2025

How Visual Storytelling Builds Stronger Vacation Rental Brands with M…

Send us a message! In this episode, Alex & Annie are joined by Marissa Galle , founder of Click Media , to explore the real impact of photography, video, and social content on brand perception and booking behavior. Marissa sh...

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Oct. 7, 2025

When Scale Backfires: The Hidden Risks of Growing Too Fast with Ashle…

Send us a message! As the vacation rental industry matures, growth has become the holy grail for many property management companies. But what happens when scaling too fast starts doing more harm than good? In this episode, As...

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Sept. 17, 2025

Preserving People, Culture, and Legacy: Inside Nocturne’s Acquisition…

Send us a message! What does it take to scale luxury vacation rentals while protecting the legacy of the brands that built them? In this episode, Alex & Annie welcome back Scott Wiseman, CEO of Nocturne Luxury Villas, for an ...

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Sept. 10, 2025

How Property Managers Can Offer Flexible Cancellations Without Losing…

Send us a message! Flexible cancellation policies are no longer optional in today’s vacation rental market. Guests expect them, OTAs prioritize them, and competitors are already adapting. But for property managers, relaxed po...

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Sept. 3, 2025

How Xplorie Helps Elevate the Guest Experience Through Local Activiti…

Send us a message! In this week’s episode, we’re joined by Adrienne Clark (President & COO) and Caleb Yaryan (Chief Product Officer) of Xplorie , a trusted partner for vacation rental operators looking to enhance guest satisf...

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Sept. 1, 2025

1st of the Month Bonus: Annie’s Big Leap, Plus Tyann’s 2026 World Cup…

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 educa...

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Aug. 27, 2025

The Impact of Airbnb Policy Changes, with Dennis Schaal of Skift

Send us a message! Airbnb’s evolving policies have become one of the most pressing conversations in vacation rentals today - sparking questions, frustrations, and new realities for property managers across the industry. In th...

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Aug. 20, 2025

The Bossy Girl’s Guide to Thriving Through Self-Doubt with Michelle M…

Send us a message! What if imposter syndrome wasn’t a weakness, but a sign you’re growing? In this episode, Alex and Annie are joined by Michelle Marquis, founder of The Marquis Effect and now author of The Bossy Girl’s Guide...

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Aug. 14, 2025

In Deep Shift: Navigating Change, Loss, and Business Growth with Vale…

Send us a message! This week, Alex & Annie sit down with Valerie Gangas, Founder & CEO of Juniper Holiday + Homes, for a conversation that blends business, design, and deep personal transformation. Valerie shares how Juniper ...

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July 30, 2025

From Hunches to Hard Data: Why Asset Intelligence Matters When Buying…

Send us a message! In this episode of Alex & Annie: The Real Women of Vacation Rentals, we sit down with Paul Kromidas, Founder & CEO of Summer, to talk about the growing need for asset intelligence in short-term rental inves...

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July 23, 2025

From Booking to Checkout: How SuiteOp Streamlines Guest Experience an…

Send us a message! In this episode, we’re joined by Simon Seroussi, Co-Founder of SuiteOp, a guest experience and operations platform built by operators, for operators. With a background in both hospitality tech and short-ter...

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July 16, 2025

How to Make Your Vacation Rental More Accessible with Lorraine Woodwa…

Send us a message! In this episode, we’re joined by Lorraine Woodward, CEO of Becoming rentABLE, to explore how property managers and hosts can make their vacation rentals more accessible without needing a full renovation or ...

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