We’ve built a $13M real estate portfolio, but short-term rentals were a different game entirely. Chris quickly identified gaps we didn’t even realize we had and showed us how to fix them. His guidance led to immediate improvements in both revenue and strategy. He doesn’t just give advice—he explains what actually works and why. We wouldn’t be where we are in STR without him.

“Felt like going from amateur to professional.” Chris helped turn my STR into a real business with real profits. His feedback on strategy, design, and operations completely changed how I run my property.

Chris Fillingham was a wonderful mentor and teacher in helping us start a short-term rental business. We moved from dreams, without any knowledge or experience, to reality in just a few short months. Chris guided us through every step. Navigating banking, finding a perfect property, improvements and decorating, then enabled our launch with all the right tools. After a successful first year, Chris then helped us find and launch a second rental. I cannot recommend Chris highly enough!

“I've been in the STR space for a while now, and Chris is one of the sharpest coaches and operators I've come across. He's built and managed short-term rentals across multiple markets nationwide, so when he gives advice it's not theoretical, it's from real experience. “He personally helped me level up my STR business, gave me direct feedback on my Airbnb listings, and connected me with the right team (designers, installers, revenue manager). He's also become one of my go-to people to call when I'm working through a decision. After having Chris do a deep dive on my top property, I was able to increase my gross revenue by over 25% just by implementing his feedback.”

“Guided us through every step to a real STR business.” We went from having no experience to launching a successful short-term rental in just a few months. Chris helped with everything—from finding the property to setup and operations—and even supported us in scaling to a second STR.

Working with Chris Fillingham completely changed what I believed was possible. With his coaching, I was able to successfully start in the short-term rental space while still working my full time job. He broke down the process in a way that made it easy to understand and gave me the confidence to take action. Because of his guidance, I’ve created new opportunities that will benefit my family for years to come. Chris has a unique ability to see beyond a typical property and turn it into something special, and that insight was invaluable as I got started.