Winner of The Shortyz 2026 Best Travel Influencers of the Year

Videos

Sept. 2, 2026

300 Episodes Later: What Has Actually Changed in Vacation Rentals?

Episode 300 is officially live! šŸŽ‰šŸ„‚ For this milestone episode, we wanted to bring back someone who has been part of the Alex & Annie journey since the early days. Longtime friend of the show Terry White joins us again to take stock of how much the vacation rental industry…

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Sept. 2, 2026

300th Episode Special: What’s Changed in Vacation Rentals and What Comes Next with Terry Whyte

Welcome to Episode 300 of the Alex & Annie Podcast! šŸŽ‰ Three hundred conversations, countless aha moments, plenty of industry debates, and a front-row seat to some of the biggest shifts vacation rentals have seen over the last several years. This is such a huge milestone for us ⭐ To…

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Sept. 1, 2026

Fixing Your Leaky Bucket: Owner Retention 101 #propertymanagement #tips

A vacation rental business can keep adding doors and still have a serious growth problem. If owners are leaving almost as quickly as new ones are coming in, the headline property count only tells part of the story. In Episode 3 of Revenue Reality Check, presented by Beyond, Alex &…

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Sept. 1, 2026

Your Biggest Revenue Risk Isn’t Pricing, It’s Owner Churn with Julie Brinkman of Beyond

In this episode of Revenue Reality Check, presented by Beyond, Alex & Annie are joined again by Julie Brinkman, CEO of Beyond, to talk about why owner retention deserves the same level of attention as pricing, pacing, and acquisition. Julie breaks down the metrics property managers should be watching, how…

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Aug. 31, 2026

What to Expect at VRMA Conference 2026 with Michelle Marquis

In this YouTube-exclusive episode, Alex & Annie sit down with Michelle Marquis, founder of The Marquis Effect and Chair of VRMA’s Content Committee, for a behind-the-scenes look at how this year’s education program came together and what is changing in Nashville. Michelle shares how the committee approached a record number…

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Aug. 31, 2026

Stop pricing your rentals as a portfolio #vacationrentals #revenuemanagement

A portfolio can look healthy overall while certain properties are silently falling behind. That is why Julie Brinkman cautions against making broad pricing changes based on portfolio-wide performance. In this clip from Revenue Reality Check, presented by Beyond, Julie explains why operators need to look more closely at how demand…

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Aug. 30, 2026

What 100 Million Tasks Reveal About Vacation Rental Operations

What can nearly 100 million completed tasks teach you about running better vacation rental operations? For Breezeway, that history is becoming a source of operational intelligence. In this clip, Founder and CEO Jeremy Gall shares how the team is using years of operational data to better understand patterns, anticipate what…

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Aug. 28, 2026

Why Strong Operations Matter in Vacation Rentals | Breezeway CEO Jeremy Gall

What does it take to run a successful vacation rental business? For Jeremy Gall, Founder and CEO of Breezeway, a big part of the answer is operations. Vacation rentals are operationally complex by nature. You are managing unique homes, different owner expectations, changing guest needs, and countless details that have…

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Aug. 27, 2026

What Legacy Vacation Rental Companies Do Differently #propertymanagement #businessgrowth

Growth can look impressive on paper. More doors, more markets, bigger numbers. But the businesses that last tend to be built with a much longer view. In this clip from Expedia Group’s Powering Travel Podcast, Alex reflects on what legacy vacation rental companies can teach operators about sustainable growth. Many…

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Aug. 26, 2026

Vacation Rentals Are Growing Up. Are Your Operations? | Jeremy Gall of Breezeway

In this episode, Alex & Annie sit down with Jeremy Gall, Founder and CEO of Breezeway, to explore how the continued professionalization of vacation rentals is raising the bar for what strong operations look like. Jeremy shares what led him to tackle one of the industry's most complex challenges: coordinating…

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Aug. 26, 2026

Why the Future of Vacation Rentals Starts with Better Operations with Jeremy Gall of Breezeway

In this episode, Alex & Annie sit down with Jeremy Gall, Founder and CEO of Breezeway, to explore how the continued professionalization of vacation rentals is raising the bar for operations. Jeremy shares what led him to tackle one of the industry's most complex challenges: coordinating the people, properties, and…

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Aug. 25, 2026

Is Your Tech Stack Solving the Right Problems?

Vacation rental tech can get complicated quickly, especially when new tools are constantly promising more automation, more efficiency, and better results. In this clip from Expedia Group’s Powering Travel Podcast, Annie shares why operators need to look beyond what is new and ask whether a tool actually fits the way…

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Aug. 24, 2026

The secret to building trust with every homeowner #propertymanagement #business

Owner questions feel very different when you have the receipts. If a homeowner asks how often their property was checked, who was there, or what was actually done, relying on memory can make an already uncomfortable conversation harder. In this clip from Pour Decisions: When Stays Go Sideways, Rachel Alday…

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Aug. 21, 2026

Why Strong Local Brands Matter in an Acquisition

A vacation rental company can have plenty of inventory, but that alone does not make it a business worth building around. In this clip, Igor Simkin, CEO of Monarch Collective, shares what they pay attention to when entering a new market: an established brand, a strong team, long-tenured employees, and…

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Aug. 20, 2026

This One Guest Complaint Will Cost You Thousands #liability #warning #shorts

The moment a guest flags a potential safety issue, your response is critical. In this clip from Pour Decisions: When Stays Go Sideways, Amanda Martins of Safely explains the idea of being ā€œon noticeā€ and why even a seemingly small complaint deserves attention. Once your team knows about a potential…

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Aug. 19, 2026

Is Door Count Just a Vanity Metric?

The vacation rental industry has changed dramatically over the years. The technology is smarter, distribution is broader, competition is stronger, and AI is reshaping how operators work. But some of the most important parts of the business have not changed at all. In this special reshare, Alex & Annie step…

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Aug. 19, 2026

Special Reshare: Alex & Annie on Powering Travel Podcast with Tim Rosolio of Expedia Group

The vacation rental industry has changed dramatically over the years. The technology is smarter, distribution is broader, competition is stronger, and AI is reshaping how operators work. But some of the most important parts of the business have not changed at all. In this special reshare, Alex & Annie step…

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Aug. 18, 2026

SEO Isn’t Dead. It’s Changing.

SEO has been declared dead more than once. The reality is that search keeps changing, and the strategy has to change with it. In this clip, Vanessa Humes of ICND shares why vacation rental operators should be careful about handing everything over to the latest ā€œall-in-oneā€ solution or chasing whatever…

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Aug. 17, 2026

Your Properties Are Disaster Ready. Is Your Team?

Vacation rental businesses often have plans for protecting properties when a storm, fire, flood, or other emergency hits. But true preparedness goes much further than securing the homes. In this YouTube-exclusive episode, Alex & Annie are joined by Rachele Hobbs, Sue Jones, and April Burns of Hospitality Heroes for a…

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Aug. 16, 2026

Beyond the Property: Disaster Preparedness for Vacation Rental Businesses

Vacation rental businesses often have plans for protecting properties when a storm, fire, flood, or other emergency hits. But true preparedness goes much further than securing the homes. In this YouTube-exclusive episode, Alex & Annie are joined by Rachele Hobbs, Sue Jones, and April Burns of Hospitality Heroes for a…

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Aug. 15, 2026

Pour Decisions: What Owners Really Need When Stays Go Sideways, with Amanda Martins & Rachel Alday

When an owner asks for more detail, questions why something was handled differently, or wonders why they were not told about an incident sooner, the question is usually about more than the immediate issue. They want to know their property is in good hands. In Episode 3 of Pour Decisions:…

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Aug. 14, 2026

Why Lower Organic Traffic Doesn’t Mean SEO Is Dead

Seeing organic traffic drop does not automatically mean your SEO is failing. Search behavior itself is changing. More travelers are getting answers directly from Google AI Overviews or doing part of their research in tools like ChatGPT, Gemini, and Claude before they ever reach a website. In this clip, Jill…

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Aug. 12, 2026

Real Talk Round Table: Why More Doors is the Wrong Growth Metric

Growth in vacation rental management is often measured by one highly visible number: door count. 🚪 It is easy to track and impressive in a headline. But does it tell you whether those properties are profitable, whether owners are staying, or whether your team can support the growth? In the…

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Aug. 12, 2026

What AI Search Means for Vacation Rental Brands

Vacation rental search is changing fast, and many operators are already seeing it in their website traffic. Google AI Overviews are answering more questions without a click, travelers are using tools like ChatGPT and Gemini to research their trips, and new terms like AEO and GEO are quickly becoming part…

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