Videos

June 30, 2025

Beyond the 50-Unit Wall

💭 Are you growing your STR business… or just getting by? In our latest episode, Patrick Stewart, CEO of Grand Welcome, challenges property managers to ask a tough but important question: What if the business you’ve built could be more profitable, more enjoyable, and less overwhelming without working any harder?…

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June 26, 2025

The Best Business Partner Is the One That Helps You Scale

Franchising isn’t the first growth strategy that comes to mind for most STR operators, but it might just deserve a closer look. In our latest episode, Patrick Stewart of Grand Welcome shares how property managers can use the franchise model to reduce operational strain, access better tools, and grow with…

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June 26, 2025

We’re are very proud to have Grand Welcome as one of our premier brand sponsors!

Grand Welcome is a fast-growing franchise-based vacation rental management company that gives local operators the tools, training, and tech they need to scale with confidence. From pricing and marketing support to a strong franchisee network, they provide the operational backbone that lets entrepreneurs focus on growth. Matthew Pesler, franchise owner…

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June 25, 2025

Most STR operators hit a wall at 20 to 50 units. Here’s one way around it.

For many short-term rental operators, growth feels like a trade-off. More units, more complexity, and less time to actually enjoy the business. In this week's episode, Patrick Stewart, CEO of Grand Welcome, shares how the franchise model can change that by offering structure, support, and a clear path to scale.…

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June 25, 2025

How Franchising Offers a Scalable Path to STR Success - with Patrick Stewart of Grand Welcome

Is your short-term rental business growing, or just getting harder to manage? In this episode, we sit down with Patrick Stewart, CEO of Grand Welcome, to explore how franchising offers property managers a scalable and sustainable path to success in today’s competitive STR market. Grand Welcome is one of the…

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June 24, 2025

We’re proud to have Homes & Villas by Marriott Bonvoy as one of our premier brand sponsors!

HVMB is a leading distribution channel connecting professionally managed vacation rentals with Marriott Bonvoy’s global network of high-intent, loyalty-driven travelers. For property managers, it’s an opportunity to reach a new tier of guests who value consistency, service, and brand trust. Lindsey Eller, Senior Director of Location Support for SkyRun Vacation…

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June 24, 2025

We’re are very proud to have Grand Welcome as one of our premier brand sponsors!

⭐ We’re are very proud to have Grand Welcome as one of our premier brand sponsors! Grand Welcome is a fast-growing franchise-based vacation rental management company that gives local operators the tools, training, and tech they need to scale with confidence. From pricing and marketing support to a strong franchisee…

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June 19, 2025

Live from the VRMA Executive Summit: Big Energy, Bold Conversations, and Lots of Fun!

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. Ofcourse Alex & Annie brought the mics and the conversations didn’t disappoint! We had the chance to have…

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June 18, 2025

Live from the VRMA Executive Summit: Big Energy, Bold Conversations, and Lots of Fun!

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.…

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June 17, 2025

We’re proud to have Homes & Villas by Marriott Bonvoy as one of our premier brand sponsors!

HVMB is a leading distribution channel connecting professionally managed vacation rentals with Marriott Bonvoy’s global network of high-intent, loyalty-driven travelers. For property managers, it’s an opportunity to reach a new tier of guests who value consistency, service, and brand trust. Lindsey Eller, Senior Director of Location Support for SkyRun Vacation…

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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…

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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,…

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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…

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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,…

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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.…

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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…

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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…

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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…

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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…

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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,…

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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…

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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…

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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…

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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…

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