1St Of The Month Episodes

Send us a message! Welcome to the 1st of the year special episode. Alex and Annie are kicking off 2026 by looking back at the moments that shaped 2025, the lessons they’re carrying forward, and the intentions guiding the year ahead. They share how the podcast evolved over the past year, including more on site recordings and conference conversations than ever, plus why storytelling is becoming a bigger advantage for vacation rental brands right now. You’ll also hear Alex’s personal announcemen...

Send us a message! Big news to kick off the month! 🚀 In this first-of-the-month bonus episode, Alex & Annie sit down with the Boom founders, Moran, Shahar, and Alon Goldboim, to talk about Boom’s recent $12.7 million funding round and what it means for the future of the short-term rental (STR) industry. The Goldboim brothers share how they built Boom, the world’s first AI-powered Property Management System (AiPMS), and how their newest innovation, BAM (Business Agentic Manager), is redefining...

Send us a message! In this special first-of-the-month bonus episode, Alex & Annie sit down with longtime friend and industry leader Tyann Marcink Hammond to talk about a timely and much-needed initiative to support host education. Tyann shares how she’s leading an effort to prepare short-term rental operators ahead of the 2026 FIFA World Cup, starting in Kansas City and expanding to other host cities across North America. Annie also shares a major personal announcement. After a successful ...

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 probably heard early buzz about this exciting new venture, and today, Lino and Brady are here to tell us what it’s really all about. From how the idea came together to why it’s gaining traction, they give us a full look behind the scenes. StakeholdersVR offers a new model th...

Send us a message! In our first-of-the-month bonus episode, we are joined by Orlie Benjamin, founder and CEO of Lasoh, a marketing technology platform designed to help vacation rental operators own their guest relationships and drive direct revenue. Lasoh provides a branded digital guest portal and integrated CRM that allows operators to engage with guests from the moment of booking, offer upsells, and run smart, automated campaigns. Orlie shares how her background in corporate marketing and ...

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 and Annie revisit the most listened-to episodes of 2024, unveil their “Words of the Year” for 2025, and outline their bold goals and exciting plans for the months to come. Whether you’re looking to reflect on your own journey, draw inspiration for the year ahead, or stay updated...

Exclusive offers for Alex & Annie Listeners: - Get a FREE OwnerPoint Analyst with a demo ($1200 value). Enjoy 10% off OwnerPoint Pro or OwnerPoint Connect services, plus over 50% off additional markets and zip codes. Alex & Annie listeners also receive free Jini for Property Managers. Claim this offer here: https://www.ownerpoint.io/alex-and-annie - Mention "Alex & Annie" when you sign up with Boom to get 50% off your onboarding fee and 1 month FREE. Visit ⁠https://www.boomnow.com/ to clai...

In this special first-of-the-month episode, Alex and Annie bring back one of their most impactful discussions from June 2022, perfect for the peak of hurricane season. This re-airing of Episode 36 features Pete DiMaio from TravelBoom, who shares vital strategies for preparing vacation rental managers and hoteliers for potential disasters, particularly hurricanes. Pete walks through his comprehensive "Six P’s of Disaster Planning," a methodical approach to ensure that vacation rental businesse...

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 Welcome to our August 1st of the month bonus episode! Today, we welcome back Simon Lehmann, a seasoned expert in the vacation rental industry and the co-founder and CEO of AJL Atelier. With over two decades of experience, Simon has been at the forefront of innovation and strategy, guiding countless property management companies throu...

Exclusive offer for Alex & Annie listeners: Get 50% off your onboarding fee when you partner with Extenteam using this link: https://www.extenteam.com/alexandannie Get $400 off your onboarding fee when you partner with Hostaway using this link: http://get.hostaway.com/alexandannie In this First of the Month Special Episode of "Alex & Annie: The Real Women of Vacation Rentals," hosts Alex & Annie welcome special guest Caleb Hannon, COO of Stay Lake Norman - a professional luxury vacation renta...

Welcome to our 1st of the month bonus episode. In this episode, Alex & Annie are not fooling around with April Fools' jokes; instead, they have significant announcements to share! Annie's New Role at NextPax Annie unveils her new role as the Director of Technical Supply for the Americas at NextPax. She discusses her responsibilities, the potential for growth in South America, and the importance of channel management in today's vacation rental landscape. Annie shares insights on NextPax's plat...

Join Alex & Annie with a cute participation of Chloe, newest furry member of the family, as they delve into the current vacation rental market trends. They share their insights on the fluctuating booking rates and the explosion of Airbnb listings, particularly in the Myrtle Beach area. The duo discusses the critical need for property managers to diversify their booking strategies and the importance of direct bookings as a way to build resilience in an increasingly competitive market. Key Take...

In this engaging bonus episode of "Alex & Annie, The Real Women of Vacation Rentals," hosts Alex and Annie take you on a journey through their eventful month of January. From industry conferences to unexpected encounters, they share insights, challenges, and exciting plans for Aha Moments, the podcast's parent company. Conference Chronicles: IMN and STR Virtual Summit Dive into Alex and Annie's experiences at industry conferences like IMN and the STR virtual summit for women with Stacey St. J...

In this special first-of-the-month episode of 'Alex and Annie, the Real Women of Vacation Rentals,' hosts Alex and Annie take a nostalgic journey through 2023 and unveil exciting plans for the upcoming year. Book Announcement: Get ready for their upcoming book, "Connecting the Dots," where Alex and Annie delve into the biggest aha moments from their interviews with industry experts. Discover the insightful themes and lessons that will be explored in this must-read for anyone in the vacation ren...

In this captivating episode of "Alex and Annie: The Real Women of Vacation Rentals," we are thrilled to have Mark Simpson, the visionary founder of Boostly. Boostly is a game-changer for vacation rental hosts and managers, providing a unique blend of tools, tactics, and a supportive community. Boostly's Mission: Mark dives deep into how Boostly empowers short-term rental owners. The company focuses on securing more direct bookings, reaching the ideal guests, and giving hosts valuable time bac...

For this November 1st of the Month Bonus Episode, Alex & Annie welcome Lance and Elaine Stitcher - Owners of Seaside Vacations & Sales - a full-service, boutique Vacation Rental company that operates in Chincoteague Island, VA, Ocean City, MD, and Captains Cove, VA. During the VRMA 2023 International Conference in Orlando they became the recipients of the Vacation Rental Management Company of the Year Award and are joining us today to talk about their road to winning this prestigious award. Lan...

For this October 1st of the Month Bonus Episode, we have our next edition in the “Spotlight on Exceptional Property Managers'' series, presented by Casago, welcoming Ginger & Hunter Harrelson - Owners of Beachball Properties - a family-owned vacation rental and property management company servicing the Alabama Gulf Coast that won the prestigious 2022 VRMA Property Manager of the Year award. As we head towards the 2023 VRMA International Conference, Hunter and Ginger are here to share their secre...

On the September 1st of the Month Bonus Episode, Alex & Annie are joined by Sarah Franzen - the ex-Director of Revenue Management & Analytics at Natural Retreats - a luxury vacation rental management company operating in some of America’s most iconic destinations. Sarah is here to announce a huge career change - as of today, September 1st, 2023, she’s going out on her own and is now the founder of Revzen. Prior to working in the vacation rental space, Sarah was in education - which perfectly al...

On the August 1st of the Month Bonus Episode, Alex & Annie welcome the return of Simon Lehmann - CEO and Co-Founder of AJL Atelier, a boutique consultancy that specializes in the international private accommodation and vacation rental industry. The topic of today is the shifting landscape of the short term rental industry, and what the current situation is in different STR hotspots around the world. Simon has a 360 view of the global vacation rental market, as both his consultancy and the clien...

Welcome to Episode 101 of Alex & Annie: The Real Women of Vacation Rentals - the celebration of passing the 100-episode milestone. Today, we are joined by Ed the Ghost Host, who's interviewing us about this wonderful journey we've been on since January 2021, and passing us the microphone so we can unveil some new projects and initiatives coming your way.

Welcome to another first of the month bonus episode where it’s all about advocacy and legislative issues with Tiffany Edwards, a strategic consultant specializing in short-term vacation rental organizations. Tiffany's expertise spans across various markets, assisting in navigating STVR regulations, state legislation, stakeholder engagement, and grassroots campaigns. Her remarkable achievements include receiving the 2021 VRMA President's Award for her exceptional work in reopening STVRs post-COVI...

Simon Lehmann is back for our May 1st of the Month Bonus Episode! As one of the world’s foremost experts on short-term rentals and vacation rentals, Simon is always first to spot emerging trends in our industry. In this episode, we delve into the current state of acquisitions within vacation rentals and how the economy is influencing these deals, along with what companies should be thinking about if they’re considering selling. Join us to gain valuable insights into the world of vacation rental...

In today’s episode, Alex and Annie are joined by Michelle Marquis and Vanessa Moore, the Chief Innovation Officer and Director of Distribution respectively at TravelNet Solutions. Michelle talks about their Hospitality Hub which aims to consolidate the efforts of property managers and streamline operations. Vanessa's expertise is in strategic distribution and she highlights that while they maintain direct connections with channels, they focus on the 20% that serves the 80%. The idea is to be wh...

In today’s episode, Alex and Annie welcome Steve Milo and Miriam Ramsey, the Founder/CEO and Regional Business Development Director of Vtrips respectively. They discuss the latest trends observed from the IMN Conference, the latest headlines from Vacasa, the new purpose-built cabins of Vtrips, fighting for smarter legislation, and organizing people in the collaborative committee of the Vacation Rental Management Association (VRMA). Inside Current Headlines Steve shares his experience as a pan...