Alex and Annie: The Real Women of Vacation Rentals
Episodes
298 episodes
1st of the Month Wrangle: Is Airbnb’s “Direct Booking” Really Direct? with Orlie Benjamin and Eric Goldreyer
In this fourth episode of First of the Month Wrangle, presented by Lasoh, we are joined by Orlie Benjamin, Founder and CEO of Lasoh, and Eric Goldreyer, Founder and CEO of Savvy, to unpack one of the latest conversations su...
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Shut the Front Door: Why Guest Access Can Make or Break a Stay, with dormakaba
A guest can spend months planning a vacation, travel all day, arrive with tired kids and luggage in tow, and then have the entire experience unravel at one very important moment: the front door.In this episode, Alex is joined by Dawn ...
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Jamaican Me Crazy: Alex & Annie Live from Montego Bay, with Call Center Solutions
Alex & Annie are taking the podcast on the road for a special on-location episode from Montego Bay, Jamaica. This time, they’re stepping inside Call Center Solutions to see the operation firsthand, meet the people behind it, and...
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Building Vacation Rental Tech for Customers, Not Investors with Vinny Dicarlo and Josh Parry of Ciirus
In this episode, Alex & Annie sit down with Vinny Dicarlo, CEO of Ciirus, and Josh Parry, Chief Product Officer, for a conversation about the philosophy that has shaped the company over nearly two decades.Founded...
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Creating Space for Women to Connect, Grow & Lead with Cristiana Carpini & Neely Khan
In this episode, Annie is joined by Jinnie Randolph for a conversation with Cristiana Carpini, founder of the Women in Vacation Rental European Conference (WVREC), and Neely Khan, founder of Kahani.Together, they explore the value of cre...
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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! 🎉 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 ...
Revenue Reality Check: 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...
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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...
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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 busines...
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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...
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SEO Isn’t Dead: How AI Is Changing Vacation Rental Search with Vanessa Humes and Jill McGee of ICND
Vacation rental search is changing fast.Organic traffic is declining, AI Overviews are taking up more space in Google, and travelers are increasingly using tools like ChatGPT, Gemini, and Claude to research where to stay.For prope...
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Ready to Sell Your Vacation Rental Business? What Buyers Look For and What Happens Next, with Igor Simkin of Monarch Collective
What makes a vacation rental business attractive to a buyer?Door count may get attention, but it does not tell the full story. Sustainable growth, clean financials, a trusted local brand, strong employees, and direct booking performance ...
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1st of the Month Wrangle: How Direct-to-Consumer Thinking Can Shape Vacation Rental Marketing with Orlie Benjamin and Patti Ziegler
In this third episode of First of the Month Wrangle, presented by Lasoh, we are joined by Orlie Benjamin, Founder and CEO of Lasoh, and Patti Ziegler, Orlie’s longtime mentor and former leader at Scotts Miracle-Gro.B...
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Mid-Year Recap: Big Changes, New Chapters and What’s Next for Alex & Annie (and Jinnie!)
Nearly 300 episodes in, the Alex & Annie Podcast is entering one of its most exciting chapters yet.In this special mid-year episode, Alex & Annie are joined by Jinnie Randolph, who has been working behind the scenes to help shape...
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67 Years and Counting: How Elliott Realty Built a Vacation Rental Business That Lasts
What does it take to build a vacation rental company that can grow, evolve, and remain successful for nearly seven decades? In this episode, Alex & Annie sit down with Rick Elliott and Brandon Cox of Elliott Realty to explore th...
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From Fighting Regulations to Shaping Better Policy with Tyann Marcink Hammond
Advocacy often stays on the back burner until a regulation directly threatens the business.For Tyann Marcink Hammond, that moment came when vacation rentals in parts of Missouri were reclassified from residential to commercial pro...
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The Direct Booking Movement Has a Discovery Problem, with Eric Goldreyer of Savvy
Direct booking has been part of the vacation rental conversation for years, but one challenge remains hard to solve.Travelers are not always searching that way.In this episode, Alex & Annie sit down with Eric Goldreyer, CEO an...
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Revenue Reality Check: What to Do When Revenue Plans Do Not Go as Planned with Julie Brinkman of Beyond
Revenue strategy always starts with a plan, but the market does not always follow it.A major event may not pace the way it did last year, certain property types may start falling behind, owners may get nervous about open dates, and new c...
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From National Scale to Local Strength: Bob Milne on Vacasa, Casago, and First Chair Destinations
In this episode of Alex & Annie: The Real Women of Vacation Rentals, we are joined by Bob Milne, President and COO of First Chair Destinations.Bob has spent decades in the vacation rental industry, with leadership experience...
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The Great AI Debate: Direct Bookings, Websites, and the Future of Search with Richard Vaughton and Mark Simpson
AI is changing the way travelers search, compare, and book vacation rentals. But what does that mean for direct bookings, local brands, and the websites operators have spent years building?In this episode, Alex and Annie are joined by Ri...
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Pour Decisions: When Vacation Brain Hits Summer Stays, with Amanda Martins of Safely
Welcome to the second episode of Pour Decisions: When Stays Go Sideways, presented by Safely.In this episode, Alex and Annie are joined again by Amanda Martins, VP of Business Development at Safely, for another round of rea...
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Trust Accounting Isn’t Back Office: It’s the Foundation, with Ed Ulmer of Barefoot
In this episode, we are joined by Ed Ulmer, CEO of Barefoot, for a conversation about trust accounting, vacation rental technology, and what operators need from their systems as their businesses become more complex. Ed shares how hi...
From Fax Machines to AI: Lessons from 20 Years of Industry Transformation, with John Suzuki
The vacation rental industry has gone through major waves of change over the last two decades, and AI is quickly becoming one of the biggest shifts yet.In this episode, we are joined by John Suzuki, Chief Technology Evangelist at ...
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1st of the Month Wrangle: Can We Stop Marketing Properties and Start Marketing to People? with Lasoh CEO Orlie Benjamin
In this second episode of First of the Month Wrangle, presented by Lasoh, Alex & Annie are joined again by Orlie Benjamin, Founder and CEO of Lasoh, to continue the conversation around vacation rental marketing and what it tak...
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Why InvitedHome Bet on Ski Markets Instead of Bigger Scale with CEO James Smith
In this episode, we are joined by James Smith, CEO of InvitedHome, for a conversation about focused growth, luxury vacation rental operations, and what it takes to build a more sustainable business in high-end destinations.James shares h...
