Videos

June 11, 2025

From FIFA to Host Planet: James Varley’s Journey to Empowering STR Hosts

When media veteran James Varley stepped away from a decade-long career working on the FIFA World Cup, he had no idea that a single Airbnb stay would spark his next chapter: empowering short-term rental hosts through education. In this episode, James joins us to share how that experience and the…

View more
June 10, 2025

Understanding the guest experience starts with local context. 💡

As Bonvoy members book vacation rentals in new destinations, they’re stepping into neighborhoods with their own personality and charm. In our latest episode, Keven Wishard and Jane Gavin of Homes & Villas by Marriott Bonvoy explains how the team is helping guests better understand what to expect in these homes,…

View more
June 5, 2025

What Makes Today's Guests Trust A Vacation Rental

💡 Today’s guests expect more. Guests still want the unique charm of vacation homes, but now expect hotel-level quality, trust, and personalization. In our latest episode, Jane Gavin and Keven Wishard of Homes & Villas by Marriott Bonvoy share how the platform is responding to these expectations by focusing on…

View more
June 4, 2025

What happens when a global hotel brand enters vacation rentals? 🤔

In this week’s episode, we’re joined by Jane Gavin and Keven Wishard from Homes & Villas by Marriott Bonvoy, a platform that is redefining what it means to deliver premium guest experiences in the vacation rental space. Jane and Keven share how Marriott is bringing its legacy of quality, structure,…

View more
June 4, 2025

Behind the Brand How Homes & Villas by Marriott Bonvoy is Driving Partner Success

What happens when one of the world’s most trusted hotel brands steps into the vacation rental space? In this episode, we’re joined by Jane Gavin (Senior Director of Brand Marketing & Guest Experience) and Keven Wishard (Senior Director of Global & Continent Operations) from Homes & Villas by Marriott Bonvoy.…

View more
June 3, 2025

STR Operators: Your Goldmine is Repeat Guests

💡 80% of your revenue comes from 20% of your guests Many operators are focused on getting more bookings, but overlook the goldmine sitting in front of them: the guests they've already hosted. In our latest episode, Orlie Benjamin shares how building lasting relationships with past guests can lead to…

View more
June 1, 2025

New Episode with Orlie Benjamin of Lasoh

In our first-of-the-month bonus episode, we sit down with Orlie Benjamin, founder and CEO of Lasoh, a fast-rising platform built to help vacation rental operators deliver better guest experiences and drive more revenue. We first met Orlie at VRNation, and today she’s diving into how Lasoh is giving operators the…

View more
June 1, 2025

Rewriting the Rules: Orlie Benjamin on Building Lasoh for a Better Guest Experience

In our first-of-the-month bonus episode, we are joined by Orlie Benjamin, founder and CEO of Lasoh, a marketing technology platform designed to help vacation rental operators strengthen guest relationships and increase profitability. Lasoh provides a branded digital guest portal and integrated CRM that allows operators to engage with guests from…

View more
May 31, 2025

Payment Processor Built for Vacation Rentals

In our latest episode, Matt Gurley helps us understand what most property managers don’t realize about payment processing in vacation rentals. From why industry-specific tools matter, to how support structure can make or break your operations, Matt sheds light on the overlooked side of running a vacation rental business. If…

View more
May 28, 2025

Show Me the Money! Matt Gurley Shares Lynnbrook's Approach to Payments, Profits, & Fraud Prevention

In this week’s episode, we're joined by Matt Gurley, Director of Sales and Partner Integrations at the Lynnbrook Group, for a deep dive into the payment side of vacation rentals that most property managers overlook until it’s too late. From fraud prevention to faster checkouts to smarter cash flow tools,…

View more
May 25, 2025

What's next for Boom

In our latest episode, Shahar talks about why running a vacation rental business is complex and how Boom is built to support operators through that complexity. Now with 100% focus on Boom, the team is set to expanding into new territories, building partnerships like the one with Casiola, and using…

View more
May 21, 2025

DesignedVR & Casiola Announce a Game-Changing Partnership in STR

In this episode, we sit down with two industry powerhouses: Dennis Goedheid, CEO of Casiola, and Shahar Goldboim, CEO of Boom and founder of DesignedVR, to unpack the story behind their groundbreaking new partnership. As the vacation rental industry continues to mature, operators are finding new ways to grow that…

View more
May 17, 2025

Mid-Year Market Check: What PMs Need to Know for Summer 2025 💡

As we reach the midpoint of 2025, AirDNA Chief Economist Jamie Lane shares what property managers should expect this summer, and why waiting for a wave of new inventory may not be the strategy to bet on. "It’s going to be a fixed pie. The question is, how much of…

View more
May 14, 2025

🚨Is the vacation rental industry on the edge of a travel recession?

This week, we’re joined by Jamie Lane, Chief Economist at AirDNA, to break down the trends behind slower summer bookings, shifting guest behavior, and what the data really says about the state of the 2025 market. We dive into: • Why demand is softening in key segments • The urban…

View more
May 14, 2025

Are We in a Travel Recession? AirDNA’s Jamie Lane Decodes the 2025 Market

Is the short-term rental industry on the edge of a travel recession, or just entering a new phase of normalization? In this episode of Alex & Annie: The Real Women of Vacation Rentals, AirDNA’s Chief Economist Jamie Lane joins us to explain what the data is revealing about the 2025…

View more
May 8, 2025

The moment you break might be the moment you become something greater

The moment you break might be the moment you become something greater. 💪 In this episode, Shelley Brown shares the moment everything stopped, and how that pause became the start of something far more powerful. We don't talk enough about what happens after the burnout, the layoff, or the injury.…

View more
May 7, 2025

New Episode with the Rebel in a Gown, Shelley Brown

In today’s episode, Shelley Brown joins us to explore how breaking outdated expectations and embracing your weird can lead to more authentic leadership and a deeper sense of belonging. As the original "Rebel in a Gown," Shelley brings her signature mix of authenticity, artistry, and humor to a conversation that…

View more
May 7, 2025

Rebel in a Gown: Breaking the Rules We Never Agreed To - with Shelley Brown

In this empowering episode of Alex & Annie: The Real Women of Vacation Rentals, Shelley Brown joins us to talk about how breaking outdated expectations and embracing your weird can lead to more authentic leadership and a deeper sense of belonging. As the original "Rebel in a Gown," Shelley brings…

View more
May 5, 2025

Live from VRNation: Unpacking The Real Story

Straight from VRNation: Unpacking The Real Story ✨ In this special bonus episode, Alex & Annie take you behind the scenes at VRNation 2025, where they 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 vacation…

View more
May 5, 2025

Live from VRNation: Unpacking The Real Story

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…

View more
May 3, 2025

Less Complexity, Better Hospitality

In a tech-heavy landscape, it’s easy to lose focus on what really matters. Guests don’t care what software you’re using. They care about a smooth experience from booking to check-out. In this episode, Ian Ackland of Booking.com shares how real value comes from partners who simplify the process and help…

View more
April 30, 2025

New Episode with Ian Ackland of Booking.com

Booking.com isn’t just for hotels anymore! In our latest episode, we’re joined by Ian Ackland, Managing Director of the Americas at Booking.com, to dive into how the platform is evolving to become a true partner for vacation rental property managers. From smarter onboarding and redesigned payment systems, to leveraging AI…

View more
April 30, 2025

Inside Booking.com’s Strategy to Become the Best Partner for Property Managers - with Ian Ackland

In this episode of Alex & Annie: The Real Women of Vacation Rentals, we’re joined by Ian Ackland, Managing Director of the Americas at Booking.com, for a candid look at how one of the world's largest travel platforms is evolving its approach to better serve property managers. With more than…

View more
April 26, 2025

Leadership Begins with Knowing Yourself

Standing in Your Own Power Means Making Bold Choices 🔥 In this week's episode, Matt Landau shares how learning to define his own style, and as Amber Hurdle says, standing in his own power, helped him lead with greater authenticity and confidence. He reflects on an important leadership lesson: when…

View more