Alex & Annie Vacation Rental Podcast
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…
Guest: Craig Stevens
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…
Guest: David Weiss
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…
Guest: Mike Flaskey
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…
Guest: Arthur Colker
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…
Guest: Pete Dimaio
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…
Guest: Vanessa Humes
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…
Guest: Matt Landau
Aug. 24, 2022

Creating Shoppable, Revenue Driving Experiences, with Minoan Founder Marc Hostovsky

Marc Hostovsky, CEO/Founder of Minoan Experience, joins us today for an enlightening look at e-commerce and how vacation rental companies and hosts now have the ability to make their properties a shoppable, revenue driving e…