Entrepreneurship Shows

The Virtual Property Management Model Explained with Tim Hubbard of Corzly
Feb. 24, 2026

The Virtual Property Management Model Explained with Tim Hubbard of C…

Send us a message! In this episode, Alex & Annie sit down with Tim Hubbard, CEO of Corzly, to break down how a virtual property management model actually works and what it takes to make it successful. Tim started in long-term...

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Boss Lady Energy: How Krista Goodrich and Kymberlee Nguyen Built Salty Dog Vacations
Feb. 17, 2026

Boss Lady Energy: How Krista Goodrich and Kymberlee Nguyen Built Salt…

Send us a message! In this episode, Alex & Annie sit down with Krista Goodrich and Kymberlee Nguyen, the duo behind Salty Dog Vacations, to talk about what it really takes to build a vacation rental company that guests rememb...

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Finding Strength in the Ashes: Angie Leone’s Story of Resilience after the Lahaina Wildfires
Nov. 5, 2025

Finding Strength in the Ashes: Angie Leone’s Story of Resilience afte…

Send us a message! When everything you’ve built disappears overnight, how do you begin again? In this episode, we sit down with Angela “Angie” Leone, founder of Coconut Condos in Maui, to share a story of loss, faith, and reb...

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When Scale Backfires: The Hidden Risks of Growing Too Fast with Ashley Ching of Inhaven
Oct. 7, 2025

When Scale Backfires: The Hidden Risks of Growing Too Fast with Ashle…

Send us a message! As the vacation rental industry matures, growth has become the holy grail for many property management companies. But what happens when scaling too fast starts doing more harm than good? In this episode, As...

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The Bossy Girl’s Guide to Thriving Through Self-Doubt with Michelle Marquis
Aug. 20, 2025

The Bossy Girl’s Guide to Thriving Through Self-Doubt with Michelle M…

Send us a message! What if imposter syndrome wasn’t a weakness, but a sign you’re growing? In this episode, Alex and Annie are joined by Michelle Marquis, founder of The Marquis Effect and now author of The Bossy Girl’s Guide...

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Introducing StakeholdersVR: Built by Operators and Backed by Vision, with Lino Maldonado and Brady Stump
July 1, 2025

Introducing StakeholdersVR: Built by Operators and Backed by Vision, …

Send us a message! In our first of the month bonus episode, we’re joined by two well-known names in the vacation rental industry: Lino Maldonado and Brady Stump, co-founders of the newly launched StakeholdersVR. You’ve probab...

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How Franchising Offers a Scalable Path to STR Success - with Patrick Stewart of Grand Welcome
June 25, 2025

How Franchising Offers a Scalable Path to STR Success - with Patrick …

Send us a message! 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 s...

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Here Goes Nothin’ – Matt Landau on Leading with Connection
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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Saying No to Say Yes: Brittany Blackman’s Path from Burnout to Self-Discovery
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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Breaking the Mold: How Fred Boothby’s Bold Business Model is Shaking Up the Industry
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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From 2 to 70: Declan McGonigal’s Blueprint for Vacation Rental Success
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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Building a Global Vacation Rental Brand Through Franchising with Casiola CEO, Dennis Goedheid
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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Insights from Ian Carter, former CEO of Hilton International: How to Balance High-Tech with High-Touch
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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Designing Unique Cabin Experiences: How Eric Moeller Blends Boutique Hospitality with Cabin Living
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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Mastering Owner Acquisition and Growth Strategies with Rentalz’ Larry Hoffer
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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Heather Bayer’s Trust-Based Blueprint for Vacation Rental Success
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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High-Altitude Culture: Nurturing Teams in Luxury Vacation Rentals with Rachel Alday
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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Turning LinkedIn Connections into Career Opportunities with Alexis Scott
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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The Role of PR in Building Your Vacation Rental Brand with Jessica Gillingham
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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Spontaneous Stays: How Staywatch is Revolutionizing Last-Minute Bookings with CEO, Zach Busekrus
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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Understanding How The Enneagram and Personality Assessments Can Help Transform Company Culture, with Linny & Kyle Jones
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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The Amenities Arms Race: Maximizing ROI through Data Driven Design with Mark Lumpkin
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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We’re Going to Italy! Meet the Team from Scale Italia
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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Is it Time to Sell Your Vacation Rental Business? With Jacobie Olin and Jason Sprenkle
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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