The OG Women of Vacation Rentals: Honoring the Trailblazers that Shaped the Future of the Industry

26 Mar 2025 • 66 min • EN
66 min
00:00
01:06:34
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Send us a message! In this special episode, Alex & Annie sit down with the original queens of vacation rentals: three powerhouse women who helped shape the industry from the ground up. Meet Jeanne Dailey (Founder & CEO, Newman-Dailey Resort Properties), Valerie Hawkins (Co-Owner & CEO, Perdido Key Realty), and Audrey Miller (Co-Founder & CFO, Cottage Connection of Maine) - each with a story full of grit, heart, and game-changing innovation. From starting with whiteboards and spiral notebooks to pioneering tech adoption and leading through legislative battles, these trailblazers reveal how they built thriving companies in a male-dominated industry - before vacation rentals were even “a thing.” Key Topics Discussed: 1️⃣ Jeanne Dailey’s Story 2️⃣ Valerie Hawkins’ Story 3️⃣ Audrey Miller’s Story 4️⃣ The Early Days of Vacation Rentals 5️⃣ First Software, Systems & Tech Innovation 6️⃣ Being Women in a Male-Dominated Industry 7️⃣ Finding Community in the Industry 8️⃣ Early Networking, Software Choices, and Mentors 9️⃣ The First Leap into Property Management Software 🔟 Working with Family & Building a Legacy Connect with Jeanne: LinkedIn: https://www.linkedin.com/in/jeannedailey/ Connect with Valerie: LinkedIn: https://www.linkedin.com/in/valerie-hawkins-04aa0a43/ Connect with Audrey: LinkedIn: https://www.linkedin.com/in/audrey-leeds-miller-23748b4/ Ready to take your operations to the next level? Visit https://tnsinc.com/podcasts-alex-and-annie/  to learn more. Get $50 credit and $0 onboarding fee when you sign up for Beyond, the leading dynamic pricing tool for vacation rentals: http://beyondpricing.info/alexandannie #VacationRentals #WomenInLeadership #ShortTermRentals

From "Alex and Annie: The Real Women of Vacation Rentals"

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