Booked Solid Show - Short Term Rental Podcast

Gil Chan
  • 5.0 (9)
  • Investing
  • Updated Weekly

Join host Gil Chan on 'Booked Solid,' the podcast dedicated to helping short-term rental operators and property managers maximize bookings and scale their businesses. Each week, gain actionable insights from industry experts, uncover proven strategies, and learn the secrets to achieving more nights booked. Elevate your rental business and stay ahead in the competitive market with 'Booked Solid.'

  1. 6d ago

    Direct Booking Channels Hiding in Your Guest Messages with Jeff Iloulian

    Jeff Iloulian spent five years building a 150 property portfolio in Los Angeles, and set up close to 300 units along the way. He also once checked out of IKEA with 48 shopping carts and a $40,000 bill, then watched most of it break, chip and peel inside a year. In this episode of the Booked Solid Show, Gil sits down with Jeff, cofounder and CEO of HostGPO, to talk about what that portfolio actually taught him. Not just about furniture, but about where bookings really come from. Jeff's direct booking strategy had nothing to do with paid ads or email funnels. It came from reading guest messages closely enough to notice who kept showing up, then walking across town and building the relationship himself. That instinct led to Netflix, Warner Brothers, UCLA faculty housing, Lakers players, and one film shoot that covered nine months of annual revenue. If you have ever wondered why the same guests keep booking your place, this conversation gives you a way to turn that pattern into a channel. 🤝 Connect With Jeff Iloulian 💼 LinkedIn: Jeff Iloulian📸 Instagram: @hostgpo🌐 Web: HostGPO 🏓 Jeff also runs the HostGPOpen, an annual pickleball tournament at VRMA with proceeds going to short term rental advocacy through the VRMA advocacy fund and Rent Responsibly. It is expanding beyond VRMA in 2026 with events planned in Palm Springs, Austin, and Atlanta.

  2. Aug 4

    Host to Host Direct Bookings That Pay Peers Instead of Platforms with Na'ím Anís Paymán

    "Pay your peers, not the platforms." That one line explains most of what Na'ím Anís Paymán has built. He scaled a UK portfolio past 500 units across serviced apartments, guesthouses, and hotels. When the software could not keep up, he gave two developers six months and a hard deadline, then migrated 150 units onto a system he owned. Today he has made that PMS free and launched a host to host direct bookings network where operators refer guests to each other and keep the commission inside the community. This conversation covers why a free PMS makes commercial sense, how smaller hosts can market a portfolio they do not own, and why Na'ím believes the biggest gap in direct bookings is mindset rather than tooling. Gil and Na'ím also get into paid ads discipline, guest data, voucher tracking, and the quiet risks hiding inside a vibe coded booking website. 🎧 🔗 Connect With Na'ím Anís Paymán Personal site and free consultation booking: naimanispayman.comZeeLink host network: zee.linkZeevou: zeevou.comCommunitise: communitise.comLinkedIn: Na'ím Anís PaymánFacebook: Na'ím Anís Paymán

  3. Jul 9

    Guest Fraud Prevention Made Simple for Direct Booking Hosts with Ela Mezhiborsky

    "Real fraud that's aware of your loopholes will not come in looking sketchy." That's the moment this episode shifts from guest screening 101 into something a lot more unsettling — and a lot more useful. On this episode of the Booked Solid Show, Gil sits down with Ela Mezhiborsky, Co-Founder and President of Autohost, to talk about guest fraud prevention in an age where AI can fabricate a convincing, sympathetic, entirely fake guest from scratch. Ela walks through how fraud has evolved from fake IDs to synthetic identities, why "gut feeling" is a liability instead of a filter, and why screening guests properly is what actually lets you say yes to direct bookings with confidence instead of fear. Whether you're just getting your first direct booking site off the ground or you're managing a growing portfolio, this conversation reframes guest screening as the thing that protects your hospitality — not the thing that gets in its way. 🤝 Connect with Ela Mezhiborsky Ela is most active on LinkedIn, where she shares insights on guest fraud prevention, identity verification, and the occasional parenting story.

  4. Jul 2

    Converting Apartments to Short-Term Rentals for 3x the Revenue with Tim Bratz

    "Resourcefulness is the ultimate resource." — Tim Bratz What happens when a commercial real estate operator with 2,800+ apartment units starts converting a slice of that portfolio into short-term rentals — and generating two to three times the revenue on those units? In this episode of the Booked Solid Show, Gil sits down with Tim Bratz, founder of Legacy Wealth Holdings and Smart Management. Tim walks through how he went from a 23-year-old with a maxed-out credit card buying his first $14,000 house, to building and shrinking a portfolio that's peaked at nearly 5,000 doors and is valued at over $350 million today. But the real story here is what's happening right now: multifamily operators like Tim are quietly carving off a small percentage of their apartment units, furnishing them, and putting them on Airbnb and VRBO — and it's opening up a massive opportunity for short-term rental operators to partner directly with commercial real estate owners who are sitting on stressed portfolios and need help generating revenue without taking on debt. If you've ever wondered how the STR world looks from the other side of the real estate spectrum — or you're looking for your next growth opportunity beyond just buying more doors — this conversation will change how you think about where direct booking expertise can go next. 🔗 Connect with Tim Bratz Instagram / X / Facebook: @timbratzLinkedIn: linkedin.com/in/timbratzLegacy Wealth Holdings: legacywealthholdings.comSmart Management: smartmanagement.com

  5. Jun 4

    Direct Booking Conversion: Why Traffic Alone Won't Fill Your Calendar with Amber Knight

    🎙️ Why Your Marketing Is Working — But Guests Are Still Booking on Airbnb "You have to build trust on that website. Just being cheaper is not enough." — Amber Knight You're driving traffic. You're running ads. Guests are clicking. And then... they book on Airbnb anyway. If that sounds familiar, this episode is exactly what you need to hear. In this conversation, Gil sits down with Amber Knight, General Manager at BookingsCloud, to pull apart the real reason so many direct booking strategies stall — not at the awareness stage, but at the moment of truth: the booking itself. Amber brings a background most people in short-term rentals haven't encountered — data-driven advertising built inside a 100-year-old media company, refined through the automotive industry, and now applied specifically to vacation rental portfolios. What she shares in this episode reframes the entire conversation around ads, conversion, and what it actually takes to turn a qualified visitor into a confirmed direct booking. Whether you're just getting started with direct bookings or you've been at it for a while and the numbers aren't moving the way you'd like, this one is worth your full attention. 🤝 Connect With Amber Knight 🔗 LinkedIn: Amber Knight📘 Facebook: BookingsCloud📸 Instagram: @bookingscloud

  6. May 27

    STR Design Strategy That Doubled Revenue to $254K with Courtney Petrovich

    "The only differentiator between my property doing $254K and my neighbor doing $185K? Design — and the strategy behind it." What if the gap between a good STR and a great one wasn't the location, the square footage, or even the amenities — but the intention behind every design decision? In this episode of Booked Solid, Gil sits down with Courtney Petrovich, founder and principal designer of Denori Designs, to unpack why strategy always comes before the furniture. Courtney is both a data-driven investor and a hospitality designer who works across short-term rentals and boutique hotels — and she brings the best of both worlds to this conversation. You'll hear how she took an eight-bedroom beach duplex from $120K to $254K in annual revenue, why boutique hotels consistently outperform on direct bookings, and the one free thing every host can do today to make guests feel genuinely connected to where they're staying. 🤝 Connect with Courtney Petrovich Courtney and the Denori Designs team work with STR hosts and boutique hotel owners across the country. Whether you're wondering if it's time for a full redesign or just a refresh, they offer initial consultations to help you figure out what makes the most sense for your ROI. 🌐 Website: denoridesigns.com📸 Instagram: @denoridesigns👥 Facebook: facebook.com/denoridesigns💼 LinkedIn: Courtney Petrovich

  7. May 14

    Scaling 220+ STRs and Direct Bookings Without Losing Your Brand with Tim Hubbard

    "You can have a perfect property, listed perfectly, with perfect reviews — but if it's not priced right, people just won't book it." — Tim Hubbard What does it actually look like to run a short-term rental business from thousands of miles away, across 40+ cities, in multiple countries, and still deliver a five-star guest experience consistently? That's not a hypothetical. That's what Tim Hubbard has built. In this episode of the Booked Solid Show, Gil sits down with Tim, founder and CEO of Corzly, a remote-first hospitality company managing 220+ properties across dozens of markets. Tim is also the host of the Short Term Rental Riches podcast, and he brings more than 11 years of STR experience to this conversation — from his first lightbulb moment comparing Airbnb rental returns to those of traditional long-term properties, to building a white-label operations model that gives owners back their brand without sacrificing operational control. You'll hear Tim's perspective on why the property management model is changing, how AI is reshaping guest communications, what every host needs to have in place before chasing direct bookings, and the one tactic he recommends for anyone looking to grow their direct booking rate starting today. If you're a host trying to scale without losing the personal connection to your property — or a property manager rethinking how your operations are structured — this one is for you. 🤝 Connect With Tim Hubbard 🌐 Corzly: www.corzly.com🎙️ Short Term Rental Riches Podcast: www.strriches.com📘 Facebook: facebook.com/corzly💼 LinkedIn: linkedin.com/in/tim-hubbard-str

  8. May 7

    Hospitable's Free PMS Plan Changed Everything for STR Hosts with Pierre-Camille Hamana, CEO and Founder of Hospitable

    What would it look like if your property management software started working for you — not the other way around? In this episode of the Booked Solid Show, Gil sits down with Pierre-Camille Hamana, the founder and CEO of Hospitable, to unpack one of the most ambitious product months in short-term rental software history. Pierre breaks down a $0 subscription PMS plan, an MCP server that lets you talk to your own property data in plain English, a property manager marketplace, and a brand-new sister insurance company — all launched in April 2025. This isn't a product announcement show. It's a rare look inside the strategic mind of a founder who believes the STR software market is still wildly underserved — and is doing something about it. 🔗 Connect with Pierre-Camille Hamana 🌐 Hospitable.com💼 LinkedIn: @pchamana

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About

Join host Gil Chan on 'Booked Solid,' the podcast dedicated to helping short-term rental operators and property managers maximize bookings and scale their businesses. Each week, gain actionable insights from industry experts, uncover proven strategies, and learn the secrets to achieving more nights booked. Elevate your rental business and stay ahead in the competitive market with 'Booked Solid.'

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