Entrepreneurship Shows

April 23, 2025

Here Goes Nothin’ – Matt Landau on Leading with Connection

Send us a message! In this week’s episode, Matt Landau returns to the show to share one of the most personal and transformational shifts of his career — a journey from building systems and scaling success to rediscovering the...

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April 2, 2025

Saying No to Say Yes: Brittany Blackman’s Path from Burnout to Self-D…

Send us a message! In this soul-stirring episode of Alex & Annie: The Real Women of Vacation Rentals , we sit down with Brittany Blackman, former vacation rental business owner turned leadership coach and founder of Discover ...

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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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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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Oct. 16, 2024

Building a Global Vacation Rental Brand Through Franchising with Casi…

In this week’s episode, we welcome back Dennis Goedheid, founder and CEO of Casiola Vacation Homes. Dennis returns to share exciting updates on his company's growth, including the launch of a new franchise model. Since its in...

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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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Sept. 25, 2024

Designing Unique Cabin Experiences: How Eric Moeller Blends Boutique …

Exclusive offer for Alex & Annie listeners: Mention "Alex & Annie" when you sign up with Boom to get 50% off your onboarding fee and 1 month FREE. Visit boomnow.com to claim this limited-time deal! In this week’s episode, we’...

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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. 4, 2024

Heather Bayer’s Trust-Based Blueprint for Vacation Rental Success

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 sit down with Heather Bayer, a ...

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Aug. 28, 2024

High-Altitude Culture: Nurturing Teams in Luxury Vacation Rentals wit…

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 of Alex & Annie: The Real Women of Vacation Ren...

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Aug. 21, 2024

Turning LinkedIn Connections into Career Opportunities with Alexis Sc…

In this episode of Alex & Annie: The Real Women of Vacation Rentals , we sit down with Alexis Rivera Scott, the dynamic founder of Fairy Job Mom. Alexis shares her journey from a career in hospitality sales to becoming a powe...

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Aug. 14, 2024

The Role of PR in Building Your Vacation Rental Brand with Jessica Gi…

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 dive deep into the world of public relation...

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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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July 31, 2024

Understanding How The Enneagram and Personality Assessments Can Help …

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 & Annie are joined by Linny and Kyle Jone...

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July 24, 2024

The Amenities Arms Race: Maximizing ROI through Data Driven Design wi…

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 insightful episode of Alex & Annie: The Real Women of ...

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July 10, 2024

We’re Going to Italy! Meet the Team from Scale Italia

Get your Scale Italia 2024 tickets here: https://www.tickettailor.com/events/scalerentalsitalia/1074426 Exclusive offer for Alex & Annie listeners: Get $400 off your onboarding fee when you partner with Hostaway using this li...

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June 19, 2024

Is it Time to Sell Your Vacation Rental Business? With Jacobie Olin a…

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 week’s episode of Alex & Annie: The Real Women of Vacat...

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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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June 5, 2024

Disrupting the Deals Landscape: Matt Renner's Entrepreneurial Leap fr…

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 of "Alex & Annie: The Real Women of Vacation R...

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May 29, 2024

Vacation Rentals vs Hotels: Coexisting in the Evolving Hospitality La…

In this episode of "Alex & Annie: The Real Women of Vacation Rentals," hosts Alex and Annie are joined by Susan Barry, the president + “queen bee” of Hive Marketing and the podcast host of the “Top Floor” Podcast. Susan share...

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May 22, 2024

From the Beach to the Mountains: Meaghan Moylan’s Journey to The Outp…

In this episode of "Alex & Annie: The Real Women of Vacation Rentals," hosts Alex & Annie welcome special guest Meaghan Moylan, host of the "Workflows and Espressos" podcast and Executive Director of Outpost - a Vacation Rent...

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May 15, 2024

Balancing Tech and Human Touch: The Future of Guest Communication in …

In this episode of "Alex & Annie: The Real Women of Vacation Rentals," hosts Alex & Annie explore the delicate balance between leveraging technology and preserving the irreplaceable human touch in guest communication for the ...

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May 1, 2024

Winning Hospitality Strategies: Aligning Guest Values, Loyalty Progra…

In this episode of "Alex & Annie: The Real Women of Vacation Rentals” podcast, hosts Alex and Annie are joined by Pete DiMaio, CEO of Travel Boom Marketing. Together, they dive into the latest trends and strategies shaping th...

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April 24, 2024

Building an STR Empire in Non-Traditional Markets with Homehop founde…

In this episode of "Alex & Annie: The Real Women of Vacation Rentals," hosts Alex & Annie dive into the world of short-term rentals (STRs) with Nate Klatt and Dan Mitchen, the innovative minds behind HomeHop. Together, they e...

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