Behind the Stays

In just a moment, you’ll meet Vinny Breslin, founder of Uplisting — one of the industry’s leading short-term rental software & channel manager platforms.  Vinny was born and raised in Ireland. If you were to stumble into his room as a young kid, you might find Vinny taking apart a computer or a radio. When he was 14 years old, he started building websites and was pleasantly surprised when he learn...

Meet Arthur Colker, Founder and CEO of StayFi .  Growing up, Arthur thought he wanted to be a politician.  He was intrigued by how power and influence could move society forward. After going to school in DC and interning on The Hill, Arthur realized that while he loved following politics, working in it wasn’t quite for him. And while he couldn’t have known it at the time, this realization was the...

In just a moment you’ll meet Jason Neil — the creator of Golden Tiny Homes – a collection of minimalist short term rentals in Golden, British Columbia. Growing up, Jason liked working with his hands.  He always had an eye for making things better and this perspective ultimately led him to become a builder — like his father before him. Jason has also always loved the outdoors — in fact he spends ha...

Meet Chad Ludeman, Co-Founder of Post Green Homes and Lokal Hotel. Chad moved around a lot as a kid, but spent high school in upstate New York.  He’s an engineer by trade, but an entrepreneur at heart. Courtney, Chad’s wife and business partner, was Chad’s most critical sounding board — she shot down most of his business ideas until he started talking about real estate. There was one idea, in part...

Meet Dylan Petrich — Co-Founder of Wilder Ways ,  a Texas-based hotel brand and management company.​ Dylan was born in Paris but grew up in London. After graduating from university he went to work in finance and split his time between London and New York. While finance was fascinating, Dylan grew tired of just looking at numbers — he wanted to get into the game of business and be an operator. So,...

Meet Conrad O'Connell ( @conradoconnell ), Founder and CEO at BuildUp Bookings , a digital marketing agency that helps STR hosts increase direct bookings & build their brands. Conrad was working at a marketing agency after college.  This agency onboarded a new client in the boutique hotel space and Conrad was assigned to the account. Pretty instantly, Conrad fell in love with the hospitality space...

Meet Debbie Todd, creator of The Woodlands at Hocking Hill . Debbie is a physical therapist and mother of three by day, and an STR host by night.  Debbie and her husband Jeff were looking for a vacation home that they could get away to a couple of weekends a month.  The idea of renting it out wasn’t totally off the table, but certainly wasn’t a priority. Then one weekend, in the spring of 2020, th...

Meet Madison Rifikin — Founder and CEO of Mount, a platform designed to help short term rental hosts upsell their guests.  Madison has always been a tinkerer. In 5th grade, she had the opportunity to enroll in an innovation program…and she was pretty much hooked on building things after that. One of the first products she built was a smart bike lock, which she’d go on to sell to some of the most w...

Meet Jack Buck — a hospitality entrepreneur working on his first luxe vacation rental concepts in Sedona, New Orleans, and The Boulders in Arizona. Buck fell in love with travel after taking a motorcycle trip across Vietnam a few years ago. The beauty and adventure the country offered, coupled with the community he found while traveling, inspired him to work on projects in and the travel industry....

In just a moment, you’ll meet Justine Palefsky, co-founder of Kindred — a members-only community for home swapping. Growing up, Justine loved to read, ideate, and create. Her parents originally moved to San Francisco to follow the Grateful Dead and encouraged Justine to dream big and take bold risks even if others didn’t quite get it. Justine has always loved to travel.  When COVID hit, Justine, l...

Meet Jami Jenkins — the creator of The Carpenter’s Cabin — a top-rated, luxe cabin stay in Southeastern Ohio's Scenic Wonderland - Hocking Hills.   Jami has always had a knack for the creative. She remembers drawing up floor plans of beach cottages in elementary school and building furniture for her Barbies.    A graphic designer and event planner by trade, Jami loves using design as a way to comm...

Meet Jeff Wilson, the founder and CEO of Jupe.    Jeff is a serial entrepreneur in the real estate technology industry.  If you were to have asked Jeff as a child what he wanted to be when he grew up, he would have either said a “garbage man”, “a doctor”, or “a builder of solar-powered cars” — so, yes, his interests have always been quite varied.   Before founding Jupe, Jeff founded the award-winn...

In just a moment, you’ll meet Billy Chu — owner of The Blue Bungalow, a chic escape in Palm Springs, California.    Billy and his wife Becky are both doctors who live in Los Angeles and parents to young twin girls.    A couple of years ago, Billy and Becky joined an online community of medical professionals who invest in real estate in order to learn more from their peers about the industry.   In...

Meet Stephanie Hays and Peter Woolcock — winners of Airbnb’s Live Anywhere contest.   Last summer, Airbnb announced that they were looking for 12 individuals who’d be willing to live full-time via stays booked on their platform for a year — and over 314,000 applicants from all around the world applied for this once in a lifetime opportunity.   One of the 12 selected was Stephanie Hays.  Stephanie...

Meet Isaac French, the creator of Live Oak Lake , a collection of seven stunning cabins nestled around a small lake in Waco, Texas.  Isaac is what you might call a curious creator.  He was homeschooled growing up and his parents enabled him the freedom to pursue a plethora of interests — from art, to architecture, and accounting to entrepreneurship. Isaac comes from a family of entrepreneurs and l...

In just a moment you’ll meet Taylor Jones, Head of Acquisition at Superhost Labs .    Taylor was working in sales when COVID hit.  A few weeks after the world shut down, Taylor’s job was put on a two-month pause and he knew he had to start looking for a new frontier.   Taylor had always dreamed of getting into real estate but had never quite known where to start. With newfound time on his hands, a...

 In just a moment, you will meet Katrina Kuhn and Kathy and Sayres Dudley — the dynamic trio who brought to life The Dwelling Place , a special, peaceful escape in Radford, Virginia. Kathy was the 12th child in her family and was born on the land that would become Iron Heart Vineyard in Southwestern Virginia.  Kathy and Sayres met in college, married young, and have two sons.  Today, Kathy and Say...

In just a moment you’ll meet Hillary and Jason DeMeo — the creators of the IROX ONE , a Scandinavian modern retreat in Asheville, North Carolina. Hillary and Jason are serial entrepreneurs. A few years ago, the couple left their respective day jobs to go all in on an idea they had dreamed about for years.  And that idea was to start We Are Curio —  a creative studio built for explorers and innovat...

In just a moment, you’ll meet Megan and Darrin — the creators of the Lakeview Hilltop , a coastal-chic cottage on Claytor Lake in Radford, Virginia.  Originally from the California Bay Area, and a graphic designer by trade, Megan has always had an awareness of the role space plays in inspiring new ideas and perspectives. Darrin, who grew up in the Southwestern Virginia area, had always dreamed of...

In just a moment you’ll meet Andrew Hunter — the creator of Airstream Island , a mid-century, tropical hideaway in Atlanta, Georgia. Andrew is an actor.  He will never forget the first time his mother took him to see Fiddler on the Roof.  He was transfixed by the characters in the show, but more bewildered by the fact that you could make money pretending to be someone you weren’t! Fast forward a c...

In just a moment you’ll meet Ryan Killeen — General Manager of The Annex Hotel . You might call Ryan a child of the hospitality industry.  He grew up traveling the world with his mom who worked in the luxury hotel space, and had the privilege of encountering a diverse set of cultures and experiences all around the world.  Ryan studied hotel management in college, and while in school, he started cl...

Meet Margaret Shutze — the creator and owner of Flat Mountain Farm , a luxury escape and events venue in the Appalachian Mountains of Highlands, North Carolina. Margaret has helped design some of the world’s most incredible luxury hotels working on projects for The Ritz Carlton, Belmond, Waldorf Astoria, and the Four Seasons.  And it was her love for design and hospitality that inspired her and he...

Meet Alex Breen, founder of BnB Buyer — a biweekly newsletter that brings subscribers a list of new Airbnb and other short term rentals that are for sale. Alex grew up vacationing in short term rentals —  in fact his family was an early adopter of VRBO.  One afternoon, while Alex was in Dublin, his parents were scouting out second homes around Lake Norman in North Carolina.  They stumbled upon an...

Meet Mike Belleme — the creator of The Nook, an obsessively handcrafted Airbnb just outside Asheville, NC. Growing up, Mike loved to skateboard — at one point he even thought he might go pro.  But as he grew up, another craft he had dabbled in began to pique his interest even more.   And that craft was photography.  Mike’s incredible focus and unrelenting pursuit of perfection has landed him gigs...

In just a moment you’ll meet Joshua Nunnally, the creator of The Shelltown Sanctuary in San Diego, California.  Joshua is an artist.  Originally from Fresno, Joshua moved to San Diego to go to architectural school. A few years afterwards, in late January of 2020, he stumbled upon a home in southeast San Diego that seemed almost too good to be true.  When Joshua and his now husband bought the place...