From 20 Years in IT to 33 Units: The Glenn Russo W2 Exit Story

From Firefighter to 30 Rentals: Kyle Myers on Scaling Roadrunner Property Management

Kyle Myers left the fire service and built Roadrunner Property Management from the ground up. In this episode of the Grow STR Podcast, Kyle shares how he went from firefighter and paramedic to short-term rental operator, co-host, and property management founder. He talks about buying a six-tiny-home property, moving his family into a fifth-wheel to make the business work, learning operations through real pressure, and scaling into multiple markets. Kyle also breaks down the practical side of growth: handling guest complaints, hiring VAs, building remote teams, managing cleaners and inspectors, choosing the right markets, and knowing when to say no to the wrong clients. This episode is for short-term rental hosts, co-hosts, Airbnb operators, and real estate entrepreneurs who want to grow with better systems, stronger vendor relationships, and more intentional leadership. Kyal Meyers is the founder of Roadrunner Property Management, committed to building legacies through uncommon care. He specializes in cultivating long-term relationships with intentional investors by delivering excellence in both property operations and guest experience. Guided by the core values of uncommon care, legacy building, and humble integrity, Kyal is focused on growing a healthy, high-performing short-term rental portfolio that truly meets the needs of its market. A former firefighter who left the service after nearly a decade, Kyal embraced risk—moving his family into an RV while launching his business and investing heavily in personal growth—to build something lasting. Above all, he is a leader and helper devoted to his family, community, and living in a way that loves like Jesus. Where to find me: web: roadrunnerstr.com [http://roadrunnerstr.com/], insta: @roadrunner_propertymanagement email: kyal@roadrunnerpm.com [kyal@roadrunnerpm.com]

From 1st Grade Teacher to 19 Airbnb Listings: Colleen Cole’s STR Journey

"I didn't wave a magic wand. It took nine months after starting to get our first 'Yes.' Today, we are managing 8 properties with 11 more launching this season." In this episode of the Grow STR Podcast, Sam Mistretta sits down with Colleen Cole, co-founder of Hereford Place Hospitality. Colleen shares her raw and inspiring journey from being a first-grade teacher to building a thriving short-term rental management company in the Pocono Mountains. Colleen reveals the mindset shift required to move from the "institutionalized" world of the W2 to the 24/7 reality of property management. We discuss how she landed her first client through a larger competitor, why she refuses to pay realtor referral fees, and her massive vision for an "ADA-Compliant Empire" that changes how families with disabilities experience vacations. In this episode, we cover: * The 9-Month Wall: Why most people quit before the "Yes" and how Colleen stayed persistent. * Networking with "Competitors": How a conversation at a conference with Wanderhome led to their first listing. * The Realtor Partnership Blueprint: How to provide resources to agents that help them sell more houses and look like heroes to their clients. * Commission-Free Growth: Why Colleen focuses on long-term relationships over transactional referral fees. * The Teacher to CEO Identity Shift: Overcoming the "Identity Crisis" when leaving a lifelong career. * The ADA Vision: Why Hereford Place is focusing on creating high-end, truly accessible stays for families with extra needs. Action Item: Stop assuming people don't need your help. Start conversations, lead with value, and find your support tribe. Resources Mentioned in this Episode: * Go STR Marketing: Ready to scale your co-hosting game with a 100% done-for-you lead solution? Book a demo at www.gostmarketing.com [https://www.google.com/url?sa=E&q=http%3A%2F%2Fwww.gostmarketing.com] * Short-Term Rental Secrets: The mastermind where Colleen and Sam connected. Connect with Colleen Cole: * Colleen Coale co-owns and operates Hurford Place Hospitality with her husband, Matt, specializing in vacation rental management in the Pocono Mountains of Pennsylvania. As parents to two daughters, they’ve built their business around a shared love for hosting and creating welcoming spaces where families can make lasting memories. Their approach combines deep knowledge of the local market with hands-on, above-and-beyond hospitality. They are passionate about helping homeowners succeed while ensuring every guest experience feels thoughtful, comfortable, and memorable. Together, they focus on serving others through genuine care, attention to detail, and a commitment to excellence. Social Media:Instagram @WelcomeToHurfordPlaceFacebook Colleen Coale or https://www.facebook.com/profile.php?id=61553603442076 [https://www.facebook.com/profile.php?id=61553603442076] Connect with Grow STR: If Colleen’s story of resilience helped you push through a tough week, please follow the show and leave us a 5-star review!

How to Scale from 17 to 200+ Clients: The Power of a Niche with Ben Coons

"We packed our backpacks, got a one-way ticket to Cancun, and spent 16 months traveling. We made it all the way to Japan before I realized I was ready to build something of my own." In this episode of the Grow STR Podcast, Sam Mistretta sits down with his own bookkeeper, Ben Coons, the founder of Keystone Bookkeepers. Ben isn't your average accountant—he’s a world-traveler, a real estate investor, and a systems genius who has built a specialized firm managing the finances of over 150 short-term rental property managers. Ben shares his radical journey from turning down a CFO position to living out of a rooftop tent in Africa, and then returning to the states to scale a global team of 85 people. If you are an STR operator looking for financial clarity or an entrepreneur looking for the blueprint on how to "buy back your time," this conversation is a goldmine. In this episode, we cover: * The CFO "No": Why Ben walked away from a corporate ladder to find freedom in a backpack. * The Buy vs. Build Hack: How Ben used Google Maps and handwritten postcards to buy his first 18 bookkeeping clients. * The "Two Laptop" Grind: Training a team at 5:00 AM while working a full-time corporate job. * Simulated Onboarding: How Ben uses AI (Claude) to create a simulated environment that trains his global team in record time. * Protecting the Marriage: Why Ben and his wife (a former teacher turned property manager) never skip their Thursday date night. * Business on Wheels: Ben’s upcoming plan to run his multi-million dollar business while traveling Europe in a custom Ford Transit van. Action Item: Stop being a "generalist." Find your niche, document one process a day, and build a team that allows you to live the life you actually want. Resources Mentioned in this Episode: * Keystone Bookkeepers: Get financial clarity for your STR business at www.keystonebookkeepers.com [https://www.google.com/url?sa=E&q=http%3A%2F%2Fwww.keystonebookkeepers.com] * Book: Buy Back Your Time by Dan Martell. * Go STR Marketing: Scale your co-hosting game at www.gostmarketing.com [https://www.google.com/url?sa=E&q=http%3A%2F%2Fwww.gostmarketing.com] Connect with Ben Coons: * LinkedIn: Ben Coons * Facebook: Ben Coons Connect with Grow STR: If Ben’s "Van Life" vision inspired you, please follow the show and leave us a 5-star review!

From 20 Years in IT to 33 Units: The Glenn Russo W2 Exit Story

"We were at a breaking point three years ago. We were either going to quit the business or sell our properties. Today, we manage 33 units and have a $10 million goal." In this episode of the Grow STR Podcast, Sam Mistretta sits down with Glenn Russo, founder of Russo Property Group. Glenn spent two decades as a systems architect in corporate IT before trading "system architecture" for "wealth architecture" through real estate. Glenn shares the raw truth about the "operational weight" that almost broke his business and his marriage, and the exact mindset shift that allowed him to move from a stressed-out side-hustler to a world-class CEO. In this episode, we cover: * The Breaking Point: Why Glenn almost walked away from STRs and how a single visualization exercise changed everything. * The EOS Framework: How hiring an "Integrator" saved Glenn's wife from operational burnout. * The Identity Shift: The difficulty of letting go of the "W2 Identity" to embrace being a full-time entrepreneur. * Closing on the Move: How Glenn signed 5 new co-hosting deals during a 6-week family road trip through Canada and Maine. * The "Paid Internship": Why dealing with difficult property owners early on prepared Glenn for his current luxury portfolio. * Multiplication vs. Growth: Moving from one property a year to one deal a week. Action Item: Stop being "motivated by laziness" and start being motivated by intentionality. Set your standards for the clients you want, and the growth will follow. Resources Mentioned in this Episode: * EOS (Entrepreneurial Operating System): The framework Glenn used to scale. * Go STR Marketing: The system Glenn used to automate his lead generation. www.gostmarketing.com [https://www.google.com/url?sa=E&q=http%3A%2F%2Fwww.gostmarketing.com] * Books: The Pumpkin Plan by Mike Michalowicz & Rich Dad Poor Dad by Robert Kiyosaki. Connect with Glenn Russo: * Instagram: @GlennMRusso [https://www.google.com/url?sa=E&q=https%3A%2F%2Fwww.instagram.com%2Fglennmrusso] * Website: www.russopg.com [https://www.google.com/url?sa=E&q=http%3A%2F%2Fwww.russopg.com] Connect with Grow STR: If Glenn’s journey from IT to 33 units inspired you, please follow the show and leave us a 5-star review!

Why I Smiled During a Mass Layoff: The Ironman Mindset with Matthew Pearce

"I saw grown men and women crying in the corporate office. I looked at the manager and said, 'How do I keep my number and start selling for myself?' That was the day I chose freedom." In this episode of the Grow STR Podcast, Sam Mistretta is joined by Matthew Pearce—a D1 athlete, Ironman triathlete, and high-level real estate professional. Matthew shares his masterclass in resilience: from being the #1 health insurance producer in Louisiana to navigating a sudden corporate layoff that became the greatest gift of his career. Matthew and Sam dive deep into the synergy between short-term rental operators and real estate agents. If you are an STR operator, Matthew reveals exactly what realtors are looking for and how you can make yourself an indispensable part of their team. In this episode, we cover: * The "Ironman" Breakdown: Completing a 140-mile race with a separated shoulder and what it taught Matthew about business adversity. * The Writing on the Wall: Identifying the signs of corporate micromanagement and preparing your "exit letter." * Asset Protection: Why short-term rentals actually protect physical property better than long-term tenants. * The Realtor Pitch: How to provide value to real estate agents so they want to refer their best investors to you. * Ninja Selling: Adopting the "Go-Giver" mindset to provide more value than you ask for in return. * The Success Hierarchy: Why Matthew puts Faith and Family before Business—and how it drives his production. Action Item: Stop operating from a place of fear. If the W2 is capping your potential, it’s time to start betting on yourself. Resources Mentioned in this Episode: * Books: Who Not How by Dan Sullivan & The Go-Giver by Bob Burg. * Go STR Marketing: Ready to scale your co-hosting game? Book a demo at www.gostmarketing.com [https://www.google.com/url?sa=E&q=http%3A%2F%2Fwww.gostmarketing.com] Connect with Matthew Pearce: * Instagram: @mtcop91 [https://www.google.com/url?sa=E&q=https%3A%2F%2Fwww.instagram.com%2Fmtcop91] * Facebook: Matthew Pearce [https://www.google.com/url?sa=E&q=https%3A%2F%2Fwww.facebook.com%2Fmatthew.pearce.52] * Website: MatthewPearce.revrealtors.com [https://www.google.com/url?sa=E&q=http%3A%2F%2FMatthewPearce.revrealtors.com] Connect with Grow STR: If Matthew’s "Ironman Mindset" inspired you, please follow the show and leave us a 5-star review!