Alex and Annie: The Real Women of Vacation Rentals

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

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In this episode, Alex & Annie sit down with Jason Gann, a well-established figure in vacation rentals who has carved out a unique path as both a sales executive and an emerging comedic talent. Jason takes us through his fascinating career journey - from selling hair-cutting shears to stepping into the world of vacation rental technology, navigating the fast-changing landscape of property management software, and now leading conversations around revenue management at Beyond Pricing.

Jason shares heartfelt insights on how personal branding, humor, and authenticity have helped him build meaningful industry relationships. He also discusses his upcoming role as the co-host of VR Nation, how imposter syndrome almost held him back from stepping into the spotlight, and why embracing vulnerability has become a powerful tool in his career.

Key Topics Discussed:
1️⃣Jason’s transition from the beauty industry to vacation rentals.
2️⃣The rapid evolution of vacation rental technology over the past decade.
3️⃣The importance of personal branding and authenticity in career growth.
4️⃣How humor and content creation helped Jason stand out in the industry.
5️⃣Insights into revenue management and dynamic pricing strategies.
6️⃣The challenges of imposter syndrome and how Jason overcame them.
7️⃣Behind the scenes of Jason’s viral ‘Finish the Lyric’ video at industry events.
8️⃣What to expect from VR Nation 2024, including Jason’s role as co-host.

Connect with Jason:
LinkedIn: https://www.linkedin.com/in/jason-gann/

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 #revenuemanagement #personalbrand

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As the hospitality industry evolves, guest screening and verification have become essential components of a safe and seamless guest experience. In this episode, we sit down with Ela Mezhiborsky, President and Co-Founder of AutoHost, to explore how cutting-edge technology is reshaping the way hotels and short-term rental operators manage risk, prevent fraud, and enhance security.

Ela shares her insights on the growing role of AI and cybersecurity in guest verification, the challenges of "bad AI" in fraud prevention, and the regulatory changes driving the need for stronger screening solutions. From mandatory ID checks to advanced biometric verification, this conversation unveils the future of trust and safety in hospitality.

Key Topics Discussed:

1️⃣ The Evolution of AutoHost & Guest Screening
2️⃣ The Role of AI in Fraud Detection & "Bad AI" Risks
3️⃣ Regulatory Changes & Compliance Trends
4️⃣ Hotels vs. Short-Term Rentals: Who’s Leading in Security?
5️⃣ The Future of Guest Verification & Embedded Security Solutions
6️⃣ Addressing Human Trafficking & Ethical Responsibility
7️⃣ Where AutoHost is Headed Next
8️⃣ Final Thoughts & How to Connect with Ela

Connect with Ela:

LinkedIn: https://www.linkedin.com/in/elamezhiborsky/ 

Autohost Website: https://www.autohost.ai/ 

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

#guestscreening #vacationrentals #fraudprevention

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We’ve got BIG news to share! In this special bonus episode, we welcome back industry powerhouse Amy Hinote to reveal all the exciting details about the 2025 Women’s Summit!

What better time to celebrate this announcement than during International Women’s Day on March 8, 2025? This global day of recognition honors the achievements of women in every industry—including the incredible women shaping the vacation rental space. And what better way to continue that celebration than by gathering in person this August?

Taking place August 19-21, 2025, at the historic Francis Marion Hotel in Charleston, SC, the Women’s Summit has become a must-attend event, bringing together property managers, vendors, thought leaders, and trailblazing women from across the industry.

Don’t miss out on this exclusive update from Amy Hinote as she shares insider details on what to expect at this year’s event!

Key Topics Discussed:

1️⃣ The Women’s Summit 2025 – What to Expect & Why You Should Attend
2️⃣ Keynote speakers
3️⃣ The event’s focus on mentorship, leadership, and career growth
4️⃣ How the summit fosters cross-generational conversations in the industry
5️⃣ An inside look at the session tracks
6️⃣ Volunteer and Sponsorship Opportunities – How to Get Involved

Connect with Amy Hinote:
LinkedIn: https://www.linkedin.com/in/amymutual/

Register for the VR Women’s Summit and use code ALEXANDANNIE at checkout to save $100 on your registration: https://vrwsummit.com/ 

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

#WomensSummit2025 #VacationRentals #ShortTermRentals

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In this episode, we are joined by some of the most influential leaders in the vacation rental industry. From VRMA (Vacation Rental Management Association), we welcome Executive Director Anne Gardner and Chair of the Board of Directors Jodi Refosco. Representing VR Nation, we have President Matt Tisdall and Executive Director Heidie Henriksen. Together, we dive into the exciting evolution of both organizations, their upcoming conferences, and the importance of collaboration in shaping the future of vacation rentals.

With two major events on the horizon: the VRMA Foundations: Frontline Excellence Training in Savannah and the VR Nation National Conference in Austin, we discuss what attendees can expect, how these events foster industry-wide education, and why networking is more critical than ever. Beyond conferences, the conversation highlights the growing need for unified advocacy, support for small and large operators, and the push toward greater professionalization of the industry.

Whether you're a seasoned property manager, a new entrant in short-term rentals, or a vendor supporting this space, this episode is packed with valuable insights into where the industry is headed and how we can all work together for collective success.

Key Topics Discussed:
1️⃣Introducing the panel: Key leaders from VRMA & VR Nation
2️⃣What makes each association unique & where they collaborate
3️⃣Upcoming conferences: What to expect in Savannah & Austin
4️⃣The importance of advocacy and professionalization in vacation rentals
5️⃣How VRMA & VR Nation are supporting both small and large operators
6️⃣The role of vendors & suppliers in the evolving vacation rental landscape
7️⃣Educational initiatives for short-term rental operators
8️⃣The need for industry-wide collaboration in an ever-changing market

Upcoming Events Mentioned:

VRMA Foundations: Frontline Excellence Training  – April 14-15, 2025 | Savannah, GA

VR Nation National Conference – April 27-28, 2025 | Austin, TX

VRMA Executive Summit – May 28-30, 2025 | South Beach, FL

Connect with our Guests on LinkedIn:

Matthew Tesdall: https://www.linkedin.com/in/matthewtesdall/

Heidie Henriksen: https://www.linkedin.com/in/heidieh/ 

Anne Gardner: https://www.linkedin.com/in/anne-gardner-mba-cae/ 

Jodi Refosco: https://www.linkedin.com/in/jodirefosco/ 

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 #vrma #vrnation

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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 beyond.

Tim shares insights on VRBO’s evolving strategy, including how the platform has transformed since its transition from HomeAway, its commitment to professional property managers, and its focus on delivering exceptional guest experiences. He also provides an inside look at VRBO’s marketing direction, technology advancements, and key initiatives that will shape the future of the vacation rental industry.

We explore how VRBO is leveraging its One Key loyalty program, improving traveler targeting, and refining its platform to drive better results for property managers. Plus, Tim gives a candid take on the OTA landscape, regulatory challenges, and the evolving role of trust and safety in the industry.

For anyone looking to stay ahead in the short-term rental space, this episode is packed with valuable insights from one of the industry’s top leaders.

Key Takeaways: 

1️⃣ The evolution from HomeAway to VRBO and what it means for property managers

2️⃣ How VRBO is enhancing technology to create a seamless experience for partners and travelers

3️⃣ The impact of One Key and how it’s shaping guest loyalty

4️⃣ VRBO’s marketing strategy for 2025 and adapting to the changing digital landscape

5️⃣ Trust, safety, and guest verification: How VRBO ensures quality stays

6️⃣ What’s next for VRBO’s promotions suite and marketplace design

7️⃣ How VRBO is engaging in advocacy efforts and regulatory discussions to support the industry

Connect with Tim Rosolio: https://www.linkedin.com/in/tim-rosolio-434b2a98/

Learn more about VRBO’s One Key program: https://partner.expediagroup.com/en-us/solutions/distribute-your-inventory/one-key-travel-rewards 

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 #shorttermrentals #vrbo

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In this episode, we sit down with Wil Slickers - an industry legend who transformed a single podcast into Hospitality.FM, a full-fledged media company. Wil shares how he scaled his brand from a passion project into a thriving network of nearly 40 hospitality-focused podcasts.

Wil discusses the challenges and breakthroughs in building a media empire, from securing sponsorships to expanding into new content formats like video, book publishing, and event management. He also shares his insights on why podcasts alone aren’t enough - you need an entire content ecosystem to drive engagement, audience growth, and monetization.

Whether you're a hospitality professional, content creator, or entrepreneur looking to scale your brand, this episode is packed with valuable lessons on business growth, media strategy, and the future of hospitality content.

Key Topics Discussed:

1️⃣The importance of media in shaping the hospitality industry.

2️⃣How podcasting serves as a platform for industry education and networking.

3️⃣Monetization strategies for podcasters and media creators.

4️⃣ The shift from traditional hospitality marketing to digital-first strategies.

5️⃣ Wil’s personal journey and the lessons he’s learned in media entrepreneurship.

6️⃣ The future of industry conferences and the role of intimate, curated events.

7️⃣How Hospitality.FM is providing value to creators and listeners alike.

Connect with Wil:

LinkedIn: https://www.linkedin.com/in/wil-slickers/

Hospitality FM: https://hospitality.fm/

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 #hospitalitypodcast #hospitalitymarketing

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In this special episode, Alex & Annie take you to the heart of the Track NEXT25 Conference, TravelNetSolutions' premier annual conference, held in the vibrant city of Nashville. This annual user conference brings together company representatives, executives, vendors, and customers for a blend of fun, fellowship, and educational sessions designed to maximize the value of Track software. 

Alex teamed up with Justin Panzer, VP of Marketing for TravelNet Solutions, to delve into what made this year’s conference a standout. They discuss the event's engaging format, which included inspiring keynote speakers, hands-on workshops, peer-led discussions, and insights into the latest industry innovations.

Alex & Annie also bring you exclusive conversations with industry experts, innovators, and property managers, offering insights into the latest trends, tech advancements, and strategies shaping the vacation rental industry.

Key Topics Discussed:

1️⃣ Michael Ohanian (VP of Product Management, Track) – The power of Track’s in-house Distribution Manager and how it's helping property managers optimize revenue in tough economic times.

2️⃣ Kelly McNeil (Senior Strategic Program Director, Track) – Breaking down Track’s Payments System, how it’s reducing processing fees, and making transactions seamless for property managers.

3️⃣ Lui King (Safely) & Ashley Ching (Inhaven) – A new partnership that’s innovating linen insurance to protect properties against guest-related damages.

4️⃣Rosita Hernandez (Product Manager, Track) – An exclusive look at Track’s Owner Portal revamp and mobile-first approach, improving transparency and communication for property managers and owners alike.

5️⃣ David Stephens (Lead Data Scientist, Track) – How AI and dynamic pricing are driving smarter revenue decisions in vacation rentals.

6️⃣ Daniel Leifield (Key Data) – The importance of real-time industry data and insights into what top-performing property managers are doing differently.

7️⃣Tim Schutts (VP of Sales, Track) – How Track is positioning itself to bridge the gap between vacation rentals and traditional hotels, catering to hybrid hospitality models.

Connect with our Guests:

Justin Panzer

LinkedIn: https://www.linkedin.com/in/justinpanzer/ 

Michael Ohanian

LinkedIn:https://www.linkedin.com/in/michael-ohanian/ 

Kelly McNeil

LinkedIn: https://www.linkedin.com/in/kelly-mcneil-18614886/ 

Rosita Hernandez

LinkedIn: https://www.linkedin.com/in/rositadhernandez/

David Stephens

LinkedIn: https://www.linkedin.com/in/david-stephens-bb54241b5/ 

Tim Schutts

LinkedIn: https://www.linkedin.com/in/timschutts/ 

Lui King & Safely

LinkedIn: https://www.linkedin.com/in/lui-king/ 

Website: https://safely.com/

Ashley Ching & Inhaven

LinkedIn:https://www.linkedin.com/in/ashley-ching-7569a5240/ 

Website:

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In this week’s episode, we sit down with two of the most influential voices in the short-term rental (STR) advocacy space - David Krauss, CEO & Founder of Rent Responsibly, and Alexa Nota, COO & Co-Founder.

With regulations and housing discussions at the forefront of industry challenges, Rent Responsibly is leading the charge in empowering hosts, owners, and managers to unite, educate, and advocate for fair policies. From community-building to data-driven insights, David and Alexa share how they’re working to close the information gap between policymakers and operators, ensuring that STR professionals have a seat at the table.

Key Topics Discussed:

1️⃣ Strengthening the STR community through advocacy and education.

2️⃣ Addressing policy misconceptions and affordability concerns.

3️⃣ Why hosts must engage in local and state policy discussions.

4️ Key findings from Rent Responsibly’s 130,000+ data points.

5️⃣ How state and local groups are organizing for policy impact.

6️⃣ Combating misinformation in STR regulations.

7️⃣ Why local hosts’ voices matter in regulatory decisions.

8️⃣ How hosts can partner with Chambers of Commerce & DMOs.

9️⃣ Debunking the idea that banning STRs solves housing issues.

🔟 Steps for STR owners and managers to advocate effectively.

Connect with David:

LinkedIn: https://www.linkedin.com/in/david-krauss/

Connect with Alexa:

LinkedIn: https://www.linkedin.com/in/alexanota/

Connect with Rent Responsibly:

LinkedIn: https://www.linkedin.com/company/rent-responsibly/

Website: https://www.rentresponsibly.org/ 

Want to optimize your guest experience? Exclusive for our listeners: Get a free guest journey analysis at https://www.happyguestofficial.com/alexandannie 

Ready to take your operations to the next level? Visit https://tnsinc.com/podcasts-alex-and-annie/  to learn more.

#STRadvocacy #vacationrentalindustry #rentresponsibly

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In this week’s episode, Alex and 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 thriving portfolio of 140+ properties across multiple states, redefining what it means to create experiential stays that go beyond the ordinary.

Fred shares the bold strategies and innovations that have shaped his success, from crafting unique guest experiences to navigating the challenges of multi-market property management. He also dives into the hard lessons learned from industry risks like natural disasters, the power of branding and culture, and the role of technology in streamlining operations.

Whether you're a property manager, real estate investor, or hospitality enthusiast, this episode is packed with game-changing insights to help you stay ahead in an evolving industry.

Key Topics Discussed:

1️⃣ Fred’s journey to founding Enjoy Unique Stays

2️⃣ The importance of branding, culture, and team alignment in scaling a hospitality business.

3️⃣ Lessons from hurricane recovery and business resilience.

4️⃣ Fred’s hands-on experience with Streamline, Guesty, and Boom, and the role of technology in managing diverse properties

5️⃣ Why secondary and tertiary markets offer hidden opportunities

6️⃣ The rise of experiential stays in hospitality

Connect with Fred Boothby:

LinkedIn: https://www.linkedin.com/in/fred-boothby-777096a/

Connect with Enjoy Unique Stays:

LinkedIn: https://www.linkedin.com/company/unique-stays-llc/

Instagram: https://www.instagram.com/_enjoyuniquestays_/?hl=en

Website: https://www.enjoyuniquestays.com/

Want to optimize your guest experience? Exclusive for our listeners: Get a free guest journey analysis at https://www.happyguestofficial.com/alexandannie

Ready to take your operations to the next level? Visit https://tnsinc.com/podcasts-alex-and-annie/ to learn more.

#ExperientialStays #VacationRentals #HospitalityIndustry

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