Software Shows

Feb. 26, 2025

VRBO’s Strategy for 2025 & Beyond: Exclusive Interview with Tim Rosol…

Send us a message! In this episode of Alex & Annie: The Real Women of Vacation Rentals, we sit down with Tim Rosolio, Vice President of Vacation Rental Partnerships at Expedia Group, to discuss VRBO’s vision for 2025 and beyo...

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Feb. 12, 2025

LIVE from Nashville: Key Takeaways from Track NEXT 25 – Innovation, I…

In this special episode, Alex & Annie take you to the heart of the Track NEXT25 Conference, TravelNet Solutions' premier annual conference, held in the vibrant city of Nashville. This annual user conference brings together co...

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Jan. 29, 2025

Breaking the Mold: How Fred Boothby’s Bold Business Model is Shaking …

In this week’s episode, Alex & Annie sit down with Fred Boothby, CEO of Enjoy Unique Stays, to explore how he’s breaking the mold in the vacation rental industry. What started as a small side business has grown into a thrivi...

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Jan. 22, 2025

Making Trash Fun (Again!) with CanMonkey CEO, Alex Shapiro

In this episode of Alex & Annie: The Real Women of Vacation Rentals, we’re thrilled to welcome back Alex Shapiro, CEO and co-founder of CanMonkey. Alex joins us to share exciting updates on how his company has continued to re...

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Jan. 8, 2025

Vacation Rental Tech: What You Need to Know to Stay Ahead in 2025

In this week’s episode, we are thrilled to welcome back Terry Whyte, owner of Anna Maria Island Beach Rentals and a renowned expert in vacation rental technology and operations. As one of the leading voices in the vacation re...

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Nov. 27, 2024

From 2 to 70: Declan McGonigal’s Blueprint for Vacation Rental Success

In this week’s episode, we sit down with Declan McGonigal, the dynamic owner-operator of My Beach Vacation Rentals, based in North Myrtle Beach. Declan’s story is one of grit, growth, and ingenuity, as he shares how he went f...

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Nov. 6, 2024

Scaling Up in Italy: Behind the Scenes at Scale Italia 2024 with Alex…

This week, we’re coming to you live from the heart of Florence, Italy, where Alex & Annie attended Scale Italia 2024! In this special on-the-ground episode, we bring you a dynamic mash-up of conversations with some of the mos...

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Oct. 9, 2024

Insights from Ian Carter, former CEO of Hilton International: How to …

In this episode of Alex & Annie: The Real Women of Vacation Rentals, we are joined by Ian Carter, the former CEO of Hilton International and current Chair of the Board for Watches of Switzerland, Eataly, The Boston University...

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Oct. 2, 2024

Closing Out Strong: Revenue Management and Market Insights for Q4 202…

Exclusive offers for Alex & Annie Listeners: - Get a FREE OwnerPoint Analyst with a demo ($1200 value). Enjoy 10% off OwnerPoint Pro or OwnerPoint Connect services, plus over 50% off additional markets and zip codes. Alex & A...

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Sept. 18, 2024

Mastering Owner Acquisition and Growth Strategies with Rentalz’ Larry…

In this exciting episode, Alex and Annie sit down with Larry Hoffer , CEO of Rentalz , a company specializing in breakthrough growth solutions for vacation rental managers. Larry takes us on a journey through his two-decade c...

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Sept. 11, 2024

Boom Launches the World’s 1st AiPMS, with CEO Shahar Goldboim

In this week’s episode, we sit down with Shahar Goldboim, CEO of Boom, to discuss the world’s first AI-driven Property Management System (AiPMS). Shahar shares the story behind Boom’s inception and how his passion for innovat...

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Aug. 7, 2024

Spontaneous Stays: How Staywatch is Revolutionizing Last-Minute Booki…

Exclusive offer for Alex & Annie listeners: Get $400 off your onboarding fee when you partner with Hostaway using this link: ⁠http://get.hostaway.com/alexandannie In this episode, we sit down with Zach Busekrus, Founder/CEO o...

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Aug. 1, 2024

1st of the Month Bonus Episode: The Costs and Benefits of Multi-Chann…

Exclusive offer for Alex & Annie listeners: Get $400 off your onboarding fee when you partner with Hostaway using this link: http://get.hostaway.com/alexandannie Welcome to our August 1st of the month bonus episode! Today, we...

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June 26, 2024

Breaking the Mold: How BnBFinder's Fee-Free Model is Redefining the O…

Exclusive offer for Alex & Annie listeners: Get $400 off your onboarding fee when you partner with Hostaway using this link: http://get.hostaway.com/alexandannie In this episode, Alex and Annie are joined by Eric Goldreyer, t...

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June 12, 2024

Navigating Regulations, Sustainable Scaling, and Tech: Hostaway's Ins…

In this episode, Alex & Annie are joined, for the third time, by Marcus Rader, CEO and co-founder of Hostaway - the largest all-in-one solution for vacation rental property managers. Regulatory Challenges & Unique Perspective...

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