The Road Less Chosen

"Most people focus on the worst-case scenario, but that's putting too much attention on the wrong thing" Today we sit down with Mark Palmiere, seven-figure STR co-host and mindset coach. We talk about: - Why he ditched a predictable, well-paying Johnson & Johnson job to dive into Airbnb’s deep end - What he did after losing 50% of his portfolio - What mindset shift turned business chaos into unsto...

"I knew if I followed everyone else, I’d know exactly what my future looked like and that didn’t sit well with me."   Today we sit down with Quinn Foster, CEO of Feather PMS and CRO of Stay Duvet. We talk about: • Why he ditched a soul-crushing freight job with no backup plan • How 400 cold calls sparked a 400-property STR empire • What drove him to build a game-changing, white-glove property mana...

"You know that saying - Build the plane while you fly it? It's true."   Today we sit down with Danny Reynolds, Part Owner and Chief Strategy Officer at Valor Pro Virtual Assistance. We talk about: • How a career-ending injury sparked a bold leap into building a virtual assistant empire • Why marrying AI with human talent is revolutionizing the STR industry •  Why putting people before profits crea...

Today we sit down with Joe Prillaman, Short-Term Rental Investor with 25 owned doors and 70 managed listings.  We talk about: How surviving a hurricane forced a game-changing pivot in his STR business The #1 value that drives his thriving real estate portfolio The daily habits that keep you winning when everyone else quits So grab your drink and tune in to Joe’s unstoppable journey! 🔗 Connect wit...

Today we sit down with Jay Ullrich, CEO of Hostbuddy AI and Co-Founder of SelectStays. We talk about:  How to assess risk when evaluating a new opportunity  How to boost your AirBnB listing in the algorithm using guest messaging How to remove overwhelm in goal setting So put down your sandwich and pop in those bluetooth headphones to listen in. 🔗 Connect with Jay: Email - jay@hostbuddy.ai | Websi...

"Put me in a room full of entrepreneurs and I'll likely be the most risk-adverse one in there, but put me in a room full of CPAs and I'll be the riskiest one." Daniel Rogers, founder of Furnished By Friends (and a client of Andrea's), shares his story of how he built a 30 property empire in Lexington, KY. How did a pandemic job loss and the Clubhouse app catapult him into success? Tune in now on y...

Today we meet Tiffanie Jensen, co-founder of Premium Rentals with her husband, whose passion and dedication to growth has led to a portfolio of over 100 STR properties - all while raising 6 kids. How did a spark at the Eiffel Tower and years of postpartum struggles ignite a travel-driven empire of 100+ rentals? Listen and be inspired by Tiffanie's story. 🔗 Connect with Tiffanie on Instagram: @tif...

Join us as we dive into the extraordinary journey of Dr. Jessica Katz – AirBnB arbitrage expert, real estate investor, and mom of four, who turned 77 rejections into a 30-property STR empire that outearned her OBGYN salary. How did a devastating career blacklist spark her unstoppable rise to emotional and financial freedom? Tune in now to uncover her story AND secrets!

Today we sit down with Brianna Amigo, founder of Brianna Michelle Interiors, an STR design pioneer whose stunning, bespoke properties have elevated over 300 rentals, driving client revenues up by as much as 50%. How did a potentially disastrous mural mistake turn into a major win for her team? Tune in now to hear this story AND her unique insights!

Join us as we dive into the vibrant world of Bella Linchenko, co-founder of Let’s Go Design Co., renowned muralist, and short-term rental designer who’s transformed properties into guest magnets with her bold, artistic vision. How did a small-town artist turn a triple life collapse—failed Kickstarter, heartbreak, and career crossroads into a nomadic, love-filled empire of murals and high paying re...

Meet Luke Kolk, the former police officer turned CEO of Kolk Homes, who with his wife scaled 120+ STR deals in four years, fueled by relentless innovation. Why does Spotify hold the key to his client loyalty—and what operating system supercharges his team? Tune in to find out.

Join us as we sit down with Aaron Kirkham to have an incredibly honest conversation about his path to STR success. From Idaho farm kid to college mascot to STR leader. Ever wonder how shaking off envy, “firing” your spouse five times, and betting on data could build a hospitality empire? Tune in now to hear his breakthroughs that will help you make decisions inside your portfolio. 

Join us as we dive into the wild journey of Patryk Swietek, a short-term rental titan who’s scaled to 100 properties and an 7-figure empire, all starting from a scrappy 12-year-old snow-plowing hustler. Ever wonder why a guy who fought from a 2.0 GPA to a perfect 4.0—and a top-tier business school degree—would ditch the “perfect” path for something entirely different? Tune in now to hear his story...

Join us as we sit down with John Bianchi, the legendary Airbnb Data Guy, founder of STR Search, and head of data at TechVester—the largest short-term rental investment fund in America—who’s helped secure over 210 profitable properties with a flawless 100% success rate. Ever wonder why a guy who cracked the code to millions in the vacation rental game would just… give it all away for free? Tune in...

Mercedes Sanchez, a hospitality natural who turned a Vegas high school gig into a Four Seasons career before founding MBX Homes, now manages 80 luxury properties with a refreshingly honest approach. Listen now to not only learn about her journey, but she shares her #1 strategy for online presence that makes her stand out (and YOU can use it too!).

What drives someone to abandon a stable gig to create a rockstar Virtual Assistant Agency for STR owners? Stephanie Fageros, once a nurse tethered to an eight-year career, catapulted into entrepreneurship with a rise through short-term rentals and a VA agency that’s rewriting the rules. Listen in to let this rollercoaster of courage hook you! Stephanie's Virtual Assistant Agency: https://bravovirt...

Daniel Johnson, currently a founding member of Crew Home with 4 startup exits under his belt, joins us to share his unconventional rise in tech, real estate, and startups. Wait—did he really use ChatGPT like that to turn his AirBnB portfolio into an empire? Discover how this tenacity-driven entrepreneur flipped failures (like botched car wraps) into victories on a path so unpredictable, it’s rewri...

From Dolly Parton’s stage to the top 1% of lenders, Brenna Carles now helps Airbnb owners with financing as the founder of The Mortgage Shop. What wild twist turned a Smoky Mountain songbird into a short-term rental loan legend? Hit play to find out. Brenna's Free Calculator: https://go.mortgage.shop/dti-calculator Want to be interviewed on the show? Contact Andrea at info@chooseandstay.com

Have you ever thought about doing something a little crazy? James Svetec has. As the author of AirBnB For Dummies and the founder of BNB Mastery and BNB Tribe, James is a living example of taking the road less chosen. Tune in to hear about the highest of highs and the loneliest of lows in his journey. Grab those headphones and let's dive in! Maybe you'll hear something that changes the trajectory...