Short-term rental operators face evolving regulations, but many lack the resources and community support to navigate these challenges effectively. Rent Responsibly was founded to bridge this gap - empowering hosts through education, advocacy, and organized networks. By connecting operators across the country and providing association management services, Rent Responsibly ensures…
The short-term rental industry is evolving, and with it comes increasing regulatory challenges. How can operators stay informed, compliant, and proactive in shaping fair policies? In this insightful episode of Alex & Annie: The Real Women of Vacation Rentals, we sit down with David Krauss & Alexa Nota, co-founders of…
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…
Sometimes, what we see as limitations are actually opportunities in disguise. 💡 In our latest episode, Fred Boothby shares a valuable insight from Steve Schwab- secondary and tertiary markets aren’t obstacles; they’re untapped opportunities waiting to be leveraged. Success in this industry comes down to perspective, adaptability, and resilience. As…
In our latest episode, K. Alexander Shapiro reflects on how CanMonkey evolved from serving homeowners in Arizona to tackling nationwide trash compliance challenges in the vacation rental industry. Alex also highlights the value of embracing competition - or as Lino Maldonado terms it, coopetition - and how it’s driving the…
📌 What does it take to turn ordinary properties into unforgettable experiences? This week, we sit down with Fred Boothby, CEO of Enjoy Unique Stays, to uncover how he’s shaking up the vacation rental industry with his bold approach to experiential stays. From an accidental host to a multi-state industry…
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…
🐵 Making Trash Fun (Again!) with CanMonkey CEO, Alex Shapiro In this week's episode, we are once again joined by Alex Shapiro, CEO and co-founder of CanMonkey, to explore how his innovative company is revolutionizing trash management in the vacation rental industry. Operating in over 350 cities and servicing more…
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 revolutionize trash management for vacation rentals and beyond. CanMonkey, which started…
In our 200th episode, Amber Hurdle reflects on Alex & Annie’s incredible journey - from their very first episode (where they re-recorded a few times due to technical glitches) to becoming confident and authoritative voices in the vacation rental industry. As their first guest, Amber supported them through the early…
In our latest episode, Travis Wilburn highlights the incredible power of the vacation rental community - from influencing critical changes on major platforms to finding camaraderie and support at industry events. He shares how a single action, like a screenshot, can spark meaningful change, proving that when we come together,…
💡 “The future of the industry will always be boots on the ground.” In our 200th episode, Tim Cafferty reminds us that no matter how advanced technology gets, the heart of vacation rentals will always rely on operational excellence. 🏠 Homes still need to be cleaned 💧 Pools need regular…
💡 “What we do, no one else can do.” In our latest episode, Tom Goodwin shares his perspective on the shift back to local in the vacation rental industry. As mergers and acquisitions reshape the landscape, small, family-owned businesses are finding their unique place by focusing on what they do…
In our 200th episode, Sarah Bradford shares a powerful message for small businesses: “Smaller companies can absolutely thrive.” With a focus on personalized service and local expertise, smaller operators have the unique ability to deliver experiences that larger organizations can’t replicate. From answering the phone with local knowledge to building…
We’ve hit a MAJOR milestone, and we’re celebrating BIG with some of the most brilliant voices in the vacation rental industry. In this special episode, Amber Hurdle and Travis Wilburn Amber Hurdle and Travis Wilburn take over hosting duties, flipping the script by putting Alex & Annie in the guest…
It's a milestone moment for Alex & Annie: The Real Women of Vacation Rentals as we celebrate our 200th episode together with some of the most brilliant and influential podcasters in the vacation rental industry. To make this occasion extra special, Amber Hurdle and Travis Wilburn take over hosting duties,…
In our latest episode, Terry Whyte shares a game-changing perspective on the role of CRMs in hospitality. These platforms are no longer just tools to assist with operations-they’re becoming the foundation of how businesses manage guest communication, enhance the guest experience, and streamline workflows. As Terry explains, the shift toward…
✨ This week, we’re 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 rental industry, Terry dives into: - The rise (and challenges) of "all-in-one" solutions -…
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 rental industry, Terry dives into the evolving landscape of vacation rental software,…
💭 Last year, we had the privilege of having the OGs of the Panhandle, featuring the visionary men whose leadership and innovation have shaped the industry. ✨ This year, we are turning the spotlight to the pioneering women who have paved the way, broken barriers, and made a lasting impact…
✨ What’s Your Word for 2025? In our first of the year episode , Alex & Annie dive into their Words of the Year and what they mean for their personal and professional journeys in 2025: 💡 Alex chose "Connection", inspired by her numerology journey into year two. This year,…
✨ We’re kicking off the new year with reflection, intention, and inspiration! ⭐ As part of our yearly tradition, we’re revisiting the Top 5 Most Listened-To Episodes of last year, unveiling our Words of the Year, and outlining our goals and vision for the year ahead. 2024 has been a…
Welcome to the first episode of the year! What better way to kick off 2025 than with our tradition of reflecting on the past year’s highlights and setting an inspiring tone for the year ahead. In this episode, Alex & Annie revisit the most listened-to episodes of 2024, unveil their…
✨ In this week’s episode, Tom Goodwin, CEO of Mountain Laurel Chalets, talks about why branding is more than just properties - it’s about the experiences you create for guests. ⭐ He shares how his team goes above and beyond to meet rising guest expectations. From personalized welcome bags to…