Spotlight On Exceptional Property Managers Episodes

What does it take to build a vacation rental company that can grow, evolve, and remain successful for nearly seven decades? In this episode, Alex & Annie sit down with Rick Elliott and Brandon Cox of Elliott Realty to explore the people, systems, leadership decisions, and business fundamentals behind the company’s longevity. Elliott Realty has been part of the Myrtle Beach vacation rental industry since 1959. Over those 67 years, the company has navigated new technology, changing traveler ...

Send us a message! In this special episode, Alex and Annie sit down with Tim Rosolio, Vice President of Vacation Rental Partnerships at Vrbo, for a behind-the-scenes look at Vrbo’s Vacation Rentals of the Year program and what it takes to earn that recognition. Recorded on location at Lakefront Escape on Squam Lake, New Hampshire, one of this year’s winning properties, the episode offers both a platform perspective and a firsthand look at the kind of hospitality Vrbo is celebrating. Tim sh...

Send us a message! In this episode, Alex & Annie sit down with Arlen Busenitz to talk about his unconventional path from a Kansas farm to pastoring a small-town church, volunteering as an EMT, working with NASA through a defense contractor, and ultimately becoming CEO of Destin Dreamers. Before he was running a luxury vacation rental company on Florida's Emerald Coast, Arlen was hauling 500-pound rocks in a 1976 Jeep pickup to pay for college. It's an unlikely origin story but one that laid t...

Send us a message! In this episode, we sit down with Brandon Hall, Founder and CEO of Hallson Hospitality, to explore how a guest-first philosophy can become a true engine for growth in the vacation rental industry. Brandon’s journey into hospitality began long before he managed homes. After co-founding OneHope Wine and spending 15 years growing a nationally recognized brand, he developed a deep understanding of customer experience, brand building, and emotional connection. Those principles s...

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...

In this special re-air of one of our most popular episodes, Alex & Annie revisit our insightful conversation with Tom Goodwin, CEO of Mountain Laurel Chalets. Tom’s remarkable journey in the vacation rental industry, from unexpected beginnings to building a brand rooted in community, continues to inspire. Tom's Journey: Discover how Tom's unexpected entry into the vacation rental world, through his wife's family-run business in Gatlinburg, evolved into a thriving venture. His initial 18-month...

Get the inside scoop on the latest vacation rental technology trends! Alex & Annie are joined by DARM Battleground Baddies: Travis Wilburn, CJ Stam, and Julie Byrd to break down the groundbreaking innovations from this year's Battleground of Technology Providers. Learn why Key Data's data-driven tools were the clear winner and how AI is changing how properties are booked. Darm Conference Highlights Discover the standout technologies showcased at the DARM Conference and get the judges' expert ...

In this episode of "Alex and Annie, The Real Women of Vacation Rentals," we embark on a fascinating journey into the vacation rental industry with a panel of seasoned experts known as the OGs of the Panhandle. Our guests, including trailblazers like Jim Olin, Steve Caron, Lino Maldonado, and Paul Wolford, share their personal journeys from the industry's early days to the dynamic landscape it occupies today. The Early Days: Dive into the challenges and triumphs of being pioneers in the vacati...

In this captivating episode of “Alex and Annie: The Real Women of Vacation Rentals, we sit down with Tom Goodwin, a seasoned professional in the vacation rental industry, to explore his remarkable journey and the transformative power of community and branding in business. Tom's Journey: Discover how Tom's unexpected entry into the vacation rental world, through his wife's family-run business in Gatlinburg, evolved into a thriving venture. His initial 18-month commitment turned into an 11-year...

Join Alex and Annie in this insightful episode of "Alex and Annie, The Real Women of Vacation Rentals," recorded live from Panama City Beach, as they welcome Michael, a seasoned vacation rental expert, to discuss his journey in the industry. From starting a business with a solid plan to exiting and now embarking on a new venture with a focus on accessibility, Michael shares his wealth of knowledge and experience. Michael's Journey: Michael recounts his move to the 30A area in 2004 and the lau...

In the latest episode of "Alex and Annie, the Real Women of Vacation Rentals," we’re in for a treat to an insightful conversation with the dynamic duo of 30A Beach Girls, Hollie and Lisa. Nestled in a stunning vacation home with the aroma of a chef's creation wafting through the air, the podcast delved into the secrets behind the success of this female-led empire in the vacation rental industry. The Founding Story: Hollie unveils the fascinating journey of 30A Beach Girls, from a humble houseke...

In this episode of Alex & Friends, Leslie Sonnier joins Alex for an in-person conversation set against the backdrop of Myrtle Beach. From a chance meeting three years ago in matching dresses at a conference, to reflecting on the emotional process of selling Rebl Rentals, a thriving vacation rental business in Scottsdale, Arizona, this episode is a rollercoaster of memories, lessons, and the excitement of new beginnings. Creating Memorable Experiences and Impact on Families: The conversation emp...

🎙️ Today we're in for a treat as we chat with the fantastic Stacey St. John, a powerhouse in short-term rentals and a great friend of Alex and Annie. From crunching real estate numbers to running a buzzing property management firm, Stacey's got stories that'll make you nod in agreement and maybe chuckle a bit. Stacey's Journey into Short-Term Rentals: In this episode, Stacey shares her inspiring transition from long-term real estate to short-term rentals amidst the challenges of COVID-19. She u...

In this engaging episode of Alex and Annie: The Real Women of Vacation Rentals, we sit down with Valerie Gangas, a powerhouse in Transformational Life Coaching, an accomplished Author, and the visionary CEO behind Juniper Holiday & Home. As Valerie shares her fascinating journey, we explore how her roots in the restaurant and bar industry grew into a passion for hospitality, ultimately guiding her towards the dynamic world of vacation rentals. During the challenges of the COVID era, Valerie's e...

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...

Today joining Alex & Annie is Tony Stancato, Owner-Operator of Book ‘n Gather - a vacation rental management company that helps you get the most out of your vacation rental by helping with optimization and maintenance. He’s also the co-host of Michigan Short Term Rentals Podcast, their show is about to hit their 50th episode milestone - so if you’re in Michigan, queue their show on your podcast list! Tony’s background is in manufacturing - he was in that industry for 14 years prior to pursuing ...

Today joining Alex & Annie is Andy Newman, Founder & CEO of Newman Hospitality - a company that connects Real Estate Investors with high income short-term rental opportunities. Newman Hospitality operates in South Florida, Northern Virginia and Indiana, which at first glance might seem like an inefficient mix of locations, but as it turns out this very approach has given Newman Hospitality the chance to avoid the huge risk factor and seasonal woes of having all of your eggs in one geographical b...

In this special edition of our “Spotlight on Exceptional Property Managers'' series, presented by Casago, we sit down with Stacy Wesson of Casago Cascara Vacations. Stacy shares her stories and experience in the industry running the family business in Sun River, Oregon that joined forces with Casago in April of 2022. The story of Casago Cascara Vacations for Stacy is one that begins in her early childhood. Her parents opened the business when she was only 5 years old, so she’s seen the evolutio...

Craig is a financial expert, author, and speaker who founded Shore Term Rentals, a short-term rental and property management company in New Jersey. With over 25 years of experience, he started acquiring multifamily apartment buildings in 2014, grew to 9 complexes worth $6M+, and developed a property management company to manage several of his personal properties. In this episode, Craig shares how he’s leveraging his background in finance to effectively run his property management business. Cr...

Here’s an episode you won’t want to miss: We talk to Matt Durrette, Founder and CEO of Cozi Vacation Rentals, about their journey to success. Nestled in the beautiful Texas Hill Country in Fredericksburg, Cozi is a premier 24/7 provider of property management and marketing services for its owners and a provider of unforgettable experiences for its guests. Originally founding the business out of Baltimore, MD, in 2014, Matt was able to grow his managed portfolio in this downtown market to 100 ho...

In today’s episode, Alex and Annie sit down with Graham Donoghue, the CEO of Sykes Holidays Cottages Group. When Graham was brought on Sykes, the brand was lacking a narrative and a story. They were large and profitable but departments were siloed with no real rallying cry to drive the company forward. Today, Sykes has 25 brands in its portfolio and 24,000 properties under management in the UK and New Zealand, making the brand a major player in the vacation rental industry. One interesting th...

VALUES AND ETHICS ARE THE FOUNDATIONS OF SUCCESS In today’s episode, Alex and Annie welcome Steve Schwab, CEO of Casago. He shares his unintentional entry into the vacation rental industry and how working with the local community is at the core of his success. Steve also talks about Casago University, the company’s in-house training institution, and how this empowers local heroes because their success is the franchise's success too. Find out more about Steve and the owner-centric systems he c...

John Hildebrand of Hilde Homes joins us today for a discussion on all our favorite topics! John's company is based out of Scottsdale, AZ with properties in Arizona and California and has risen to fame as a Brand Ambassador for Airbnb. Despite having this important role with Airbnb, John's account got suspended last year - a shocking and frustrating mystery that Airbnb couldn't even explain. This incident made John realized the importance of building his own brand off the platform, and why creati...