June 28, 2023
From 0 to 100 Real Quick: Celebrating 100 Episodes of Alex & Annie Podcast with The 100 Collection
In this very special anniversary episode, Alex & Annie are joined by Travis Wilburn and Rebecca Lombardo - Co-Founders of The 100 Collection. The 100 Collection is a prestigious evaluation program that recognizes exceptional…
May 17, 2023
Property Management for Long and Short Term Rentals: Challenges and Strategies With Craig Stevens
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…
May 10, 2023
Special Episode: How to Build a Sustainable Brand, Live from RR Summit 2023 with Stuart Butler and Pete DiMaio
Today's episode is a very special one, as we bring you a recent panel discussion we hosted at Rent Responsibly's 2023 Sustainability Summit. What does sustainability have to do with branding and company culture, and why is i…
March 22, 2023
Lessons Learned from a Global Brand: How Sykes Cottages Scaled to 24,000 Rentals, with CEO Graham Donoghue
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 …
March 15, 2023
Increasing Last Minute Bookings through Flexible Availability, with Whimstay CEO David Weiss
In today’s episode, Alex and Annie chat with David Weiss, the CEO of Whimstay. He shares his background in vacation rentals and the global payments space and his journey to becoming Whimstay's CEO. David discusses how last-m…
Feb. 22, 2023
How Mike Flaskey Sold Diamond Resorts for $1.4 BILLION Dollars to Hilton Grand Vacations
Elevate a Vacation Guest’s Experience In today’s episode, Alex and Annie welcome Mike Flaskey, Former CEO of Diamond Resorts International and Founder of Mike Flaskey Entertainment, as he gives his second public interview si…
Jan. 11, 2023
CAPTURE IT! The Value of Email Capture as a Vacation Rental Marketing Solution, with Arthur Colker
SUCCESS IN THE VACATION RENTAL SPACE ISN’T ALWAYS INTENTIONAL and Arthur Colker is proof of that. Arthur is the CEO and founder of StayFi, and in this episode, discusses how he accidentally fell into the short-term rental an…
Dec. 14, 2022
How a Young Entrepreneur is Re-imagining Guest Experience Technology, with Francois Goello
Francois Goello who is the founder of Enso Connect joins us today for an interesting tale of how a terrible guest experience led to him founding one of the slickest guest apps on the market. Francois tells us how Enso Connec…
Dec. 7, 2022
Top 6 Tips to Recession Proof Your Marketing, with Pete Dimaio of TravelBoom
Pete Dimaio of TravelBoom Marketing is BACK for a three-Pete! This is Pete's 3rd appearance on the show, and today he joins us for a very timely and relevant topic. As we head into 2023 and an economic forecast that is anyth…
Nov. 30, 2022
How Strategic Marketing and Technology Paved a Path to Success for Casiola, with Dennis Goedheid
Dennis Goedheid has built a budding empire in Orlando, that has recently spawned into Miami and Aruba. His entrepreneurial journey began in Belgium, where he learned the fundamentals of marketing and branding which he has a…
Nov. 23, 2022
Behind the Success of Every Small Business is a Family, with Lauren Madewell
Lauren Madewell joins us today to share the story of her family's business, Auntie Belham's Cabin Rentals. The company is ran by Lauren and her sister Mallory, along with their Dad, John Madewell, who fell into vacation rent…
Nov. 16, 2022
Fireside Chat with Airbnb Brand Ambassador, John Hildebrand
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 f…
Oct. 12, 2022
The Vacation Rental Power Couple: Lance & Elaine Stitcher of Seaside Vacations & Sales
Lance & Elaine Stitcher are owners and co-founders of Seaside Vacations & Sales, a premiere vacation rental management company that represents nearly 300 properties in Chincoteague Island, VA and Ocean City, MD. This power c…
Sept. 21, 2022
5 Ways to Drive Direct Bookings Before the OTAs Put You Out of Business, with Vanessa Humes
Vanessa Humes of ICND joins us today to share the top 5 strategies for building a book-direct vacation rental brand. As we often talk about on the podcast, building your house on someone else's land puts your business in a d…
Sept. 14, 2022
The Billion Dollar Question: Can Limited Edition Be Scaled? With Matt Landau
Matt Landau is one of the most respected thought leaders in vacation rentals. Founder of VRMB, Matt has built an information-sharing media empire, driven by one simple yet effective concept. As he tells us, "If you have a ti…