Beyond the Sale: Building High-Performing STRs from Day One featuring Tyler Coon, Founder of Savvy Realty
When most people think about real estate agents, they picture the transaction — the showing, the contract, the close. But for Tyler Coon, it’s just the beginning. On this episode of Booked Solid, Gil sits down with Tyler, founder of Savvy Realty, a nationwide real estate team laser-focused on helping investors buy (and succeed with) short-term rentals. What sets Tyler apart isn’t just his knowledge of STR markets or his deep portfolio of investor clients — it’s how he turns a real estate purchase into a launchpad for long-term profitability. This conversation goes beyond the sale — into operations, trust-building, design strategy, and the critical role of direct bookings from day one. Summary and Highlights 👤 Meet Tyler Coon Tyler Coon is the founder and CEO of Savvy Realty, a nationwide team of short-term rental agents known as Savvy STR Agents. Based in Asheville, NC, Tyler has specialized in short-term rental investment real estate since 2019. What started as a solo passion quickly scaled into a full-service operation helping investors acquire high-performing STRs across the country. Now with a presence in over 20 markets nationwide, Tyler continues to expand Savvy’s footprint — aligning clients with smart, profitable opportunities and supporting them long after the sale. 🧠 Key Takeaways from This Episode 1. Treat the Purchase as the Starting Line, Not the Finish Tyler doesn’t just help clients “buy a house.” He helps them understand if they’re ready to operate an STR successfully. That means: 2. The Best STR Agents Know the Whole Game With access to real-time revenue data, local vendor networks, and design professionals, Tyler ensures his clients aren’t flying blind. 3. Direct Bookings Should Start From the First Stay Whether it’s capturing emails with StayFi or hiring influencers to drive traffic to a direct booking site, Tyler believes in planting the seeds for independence early. “Guests are making core memories at your property. Why wouldn’t you want them to come back — directly?” 🔁 Direct Bookings in a Changing OTA Landscape Tyler doesn’t mince words about what’s coming: “If you’re not building a direct booking strategy now, you’re going to be behind. Airbnb’s algorithm will be pay-to-play before long.” Tyler’s long-term vision? Market-level direct booking sites — collaborative platforms that bring the top listings in each region together, owned and promoted by the operators. (Spoiler alert: we may be partnering on that very thing in Asheville soon.) ⚡ Rapid Fire with Tyler What’s one mindset shift you’d share with someone new? “You’re going to screw it up. Forgive yourself early and often. Make the repair, then move forward.” What’s one book that changed your life? Rocket Fuel – “It helped me understand that I’m a visionary. I need integrators around me to execute.” What’s one tactical move to grow direct bookings? “Collect every guest’s email — StayFi, emails at checkout, whatever it takes. Then send a video after their stay with a discount code and your direct booking site.” 🎯 Final Thoughts: It’s More Than Real Estate Tyler’s approach is a masterclass in long-term thinking. It’s not about the closing table. It’s about helping investors build something that works — not just today, but years down the road. If you’re ready to get serious about your STR portfolio, this episode is a must-listen. 👉 Listen to the full episode here 🔧 Built to Book? We’ve Got You Covered If you’re building a direct booking strategy, check out how CraftedStays can help: 🌐 Connect with Tyler Coon Transcription Tyler: Collecting email addresses, right? Something like stay fi to make sure that you’re truly collecting email addresses from everybody you possibly can in that group. Because at the end of the day, those folks are gonna know someone else. So the more email addresses you’re collecting, the more you can market to these people and try different tactics, right? Don’t just send some bland newsletters, something like that. You know, Bill Faeth preaches this a lot about his new bookings. He sends them a video. Send everybody after they check out, send them a video, email all CC’d together and say, Hey, we loved having you guys. Thank you for leaving the place so clean. We’d love to have you back. I’m gonna send you a little discount code for if you guys want to come back next time. Here’s my direct booking site. Nothing’s stopping you from sending that email nowadays, and I guarantee. 0.001% of reservations are getting something like that. If anyone. Gil: Hey folks. Welcome back to Book Solid, the podcast where top operators share the strategies to maximize bookings, scale your rentals, and get ahead of the short term rental game. On today’s show, I have Tyler Kon. Tyler Kon is the founder of Savvy Real Estate. He has many agencies throughout the Nation to help folks get into short term rentals. I’m bringing him onto the show mainly because. I found his tactics, his way of approaching acquisitions of rentals. Very different than a lot of other brokerages, and I wanted him to share kind of how he thought about. Getting people into short-term rentals, how he thinks about that relationship between an agent or the brokerage and the client themselves. And really how does he think about long-term success to really make sure that they’re, they have what they need to be successful. Um, we dive into a lot of meaty topics. I’m really happy to have him on the show and really just have him share some of the vision, some of the values that him and his team has. Gil: Hey Tyler, welcome to the show. Tyler: Thanks Gil. Good to be here, man. Gil: Yeah. On the show today we have Tyler Kon from Savvy. Um, Tyler, before we get get started, do you mind giving a quick introduction on who you are? Tyler: Yeah, absolutely. Uh, my name is Tyler Coon. I’m the founder and CEO of Savvy, STR agents, a nationwide, uh, real estate team that specializes in helping investors buy and sell short-term rentals. Gil: Yeah. You’ve been, you’ve been in this industry for a little while










