Booked Solid Show - Short Term Rental Podcast

Gil Chan
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Dec 9, 2025 • 47min

EP91 - Private Chef Vacation Rental Upsells: Earn $150+ Per Booking with Siddhi Mittal

🎙️ From Wall Street to Private Chefs: How Siddhi Mittal Built the #1 Chef Marketplace and What It Means for Your STR"The universe has your back. No matter what you're doing, it'll just work out for the better."That's the philosophy that guided Siddhi Mittal through the rollercoaster of building Yhangry from scratch—and it's serving her well as she expands into the U.S. market with explosive growth numbers that make even Airbnb's recent services launch look modest.When 55% of your bookings come from a market you never intentionally targeted, you'd be crazy not to pay attention. That's exactly what happened to Siddhi Mittal, Co-Founder and CEO of Yhangry, when she discovered over half of her private chef bookings were happening at vacation rentals—not private homes.In this episode of the Booked Solid Show, Siddhi shares her unconventional journey from the Wall Street trading floor to building the UK's largest private chef marketplace. She explains why guest experiences are now the deciding factor for travelers—especially Gen Z—and reveals how property managers are earning $150- $200 per booking through a simple affiliate link. Whether you're managing 5 properties or 500, Siddhi's insights on positioning upsells at the top of your funnel (not after the booking) could completely reshape how you think about guest experience and revenue.🔗 Connect with Siddhi Mittal📧 Email: siddhi@yhangry.com💼 LinkedIn: linkedin.com/in/siddhimittal23📸 Instagram: @siddhimittal23🌐 Website: yhangry.com
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Dec 4, 2025 • 58min

EP90 - Guest Retargeting Direct Bookings: 400% Revenue Growth with Sam Mistretta

Airbnb just changed everything with their new fee structure—and most hosts are sleepwalking into smaller profits.In this episode of Booked Solid, Sam Mistretta returns to share what he's learned after 18 months in the trenches helping hosts drive repeat bookings through text and email marketing. Sam built a system that grew his own direct booking revenue by 400%, and his company, Go STR Marketing, now helps hosts achieve an average 650% ROI on their guest retargeting campaigns.We break down why authentic, personal communication outperforms corporate branding, why coupon codes aren't the magic bullet you think they are, and the one rental agreement strategy that's still flying under Airbnb's radar. Whether you're a new host or managing dozens of properties, this conversation will shift how you think about guest relationships and building a direct booking business that compounds over time.🔗 Connect with Sam MistrettaWebsite: www.GoSTRmarketing.comInstagram: @samuelmistrpmSpecial offer for Booked Solid listeners: Sign up for an annual subscription and get a free 13th month with promo code CRAFTEDSTAYS at checkout.
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Nov 27, 2025 • 1h 3min

EP89 - From 1% to 30% Direct Bookings: Systems-Driven Approach to Scaling Short-Term Rentals with Harshad Lalan

From aerospace engineer to acquiring four boutique hotels in just 12 months—Harshad Lalan's journey proves that systems thinking and strategic boldness can transform your short-term rental business.In this episode of the Booked Solid podcast, Harshad shares how he and his wife Ishita scaled from zero properties to a thriving portfolio by combining her design brilliance with his analytical systems approach. He reveals how they jumped from less than 1% direct bookings last year to over 30% this year, his framework for using AI to streamline everything from listing creation to hotel underwriting, and why surrounding yourself with the right people accelerates growth faster than any spreadsheet analysis ever could.Whether you're just getting started or ready to scale aggressively, Harshad's honest take on overcoming "analysis paralysis" and building delegatable systems will give you a new perspective on what's possible.Connect with Harshad:Instagram: @harshad.lalanCompany: 5 Seasons HomestaysIshita Interiors: @ishita.interiors
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Nov 19, 2025 • 59min

EP88 - Connection Before Conversion: Copywriting Strategy with Genevieve White

What if the secret to better bookings wasn't flashier photos or bigger marketing budgets—but simply finding the right words?In this episode, we sit down with Genevieve White, a travel copywriter and coach based in Scotland's remote Shetland Islands. Genevieve helps vacation rental hosts and tourism businesses move beyond bland, AI-generated content to create messaging that actually connects with guests.You'll discover why copywriting isn't about grammar perfection or clever wordplay—it's about understanding who you're writing for and having the confidence to tell your story authentically. Genevieve shares her proven frameworks for identifying your ideal guest, developing your unique brand voice, and transforming everyday moments (like feeding sheep with apples) into compelling stories that inspire bookings.Whether you're struggling with a blank page or feeling like your website sounds too generic, this conversation will give you practical tools to write copy that sounds like you—not a travel brochure. If you've ever thought "I'm just not a good writer," Genevieve's approach will change your mind.🎧 Connect with Genevieve WhiteReady to transform how you write about your vacation rental? Genevieve offers both done-for-you copywriting services and coaching to help you develop the skills yourself.Join Campion Club: Genevieve's twice-weekly email list shares copywriting insights wrapped in stories from her life and work. It's her number one priority for building community with travel professionals who want to write better copy. Sign up at campioncopy.comGrab Her Book: Boldly Go is the definitive copywriting guide for travel and tourism professionals who want to move beyond generic language toward copy that genuinely connects.Follow Genevieve:LinkedInInstagram
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Nov 11, 2025 • 1h 12min

EP87 - Your Website as Digital Front Door: Converting Guests in 2 Clicks with Frank Bosi

"Your website is everything. It's your marketing. It's your digital front door."Frank Bosi from Hostfully knows what separates hosts who struggle with direct bookings from those who thrive. In this episode of Booked Solid, Frank shares the small, intentional steps that build sustainable direct booking revenue—without burning out. From his luxury hotel background at Ritz Carlton and Four Seasons to leading partnerships at one of the industry's most customer-obsessed property management platforms, Frank breaks down exactly how to build trust, create seamless guest experiences, and finally take control of your booking channels. If you're tired of feeling stuck on OTAs or wondering why your website isn't converting, this conversation will change how you think about your direct booking strategy.🤝 Connect with Frank BosiWant to learn more about how Hostfully can transform your vacation rental operations? Frank and his team are ready to help you build sustainable direct booking revenue.Book a Demo: Schedule time with FrankLinkedIn: Connect with Frank BosiHostfully Profile: Learn more about Frank's workSpecial Offer for Booked Solid Listeners: Use code SOLID to receive $500 off your Hostfully onboarding fee.
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Nov 7, 2025 • 54min

EP86 - Bringing Luxury Hotel Standards to Short Term Rentals with Moira Sedgwick

"We know we can't be there to get guests what they need, so we're constantly thinking—what do they need? What will they think they need, and how can we have it there before they know they need it?"In this episode of Booked Solid, Moira Sedgwick shares how years of working with luxury hotel chains and the James Beard Awards shaped her approach to short-term rentals. You'll discover why thinking like a boutique hotel operator—not just a host—can transform your guest experience and market positioning. Moira walks through her framework for designing spaces that feel like a "wealthy auntie's home," how to audit your property through a hospitality lens, and why the details guests notice most are often the ones you overlook. Whether you're launching your first property or scaling a portfolio, this conversation reveals what it takes to stand out in saturated markets.🔗 Connect with Moira SedgwickWant to learn more about Moira's approach to boutique hospitality and design? Follow her work and reach out:Instagram: @achalet.collectiveWebsite: achaletcollective.comEmail: hello@achaletcollective.com
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Oct 29, 2025 • 55min

EP85 - From 3% to 15%: Why Platform Fees Changed My Business Strategy with Orlie Benjamin

"Now operators are no longer just spending 3% of their business for lead gen from Airbnb. They're now spending 15.5%."Airbnb's latest fee structure changes everything—but are you ready to take control? Orlie Benjamin, founder of Lasoh and former marketing leader, breaks down why now is the moment for vacation rental operators to build their own direct booking infrastructure. In this episode, you'll discover why owning your guest relationships is no longer optional, how to think about your marketing budget differently, and the critical first steps to reducing platform dependence. Whether you're just starting your direct booking journey or ready to scale your existing strategy, this conversation reveals the marketing mindset shift that separates operators who survive from those who thrive.Connect With Orlie 🔗Website: lasoh.ioLinkedIn: Orlie BenjaminInstagram: @orlie.benjaminLasoh LinkedIn: Company PageLasoh Instagram: @lasoh.ioLasoh Facebook: Facebook PageLasoh Facebook Group: CommunityYouTube: Lasoh ChannelOrlie is genuinely open to connecting with operators at any stage of their direct booking journey. Book a free demo on the Lasoh website—even if the platform isn't the right fit for you right now, she'll help you figure out your next step and connect you with resources that can help.
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Oct 22, 2025 • 1h 7min

EP84 - Vacation Rental Automation: Running a Five-Star STR Business on Autopilot with Sean McGregor

Sean McGregor, founder of NoCodeSTR.com and seasoned vacation rental host, shares his journey of automating short-term rental management. He reveals how no-code tools like Zapier and Airtable can streamline guest communication and operations, allowing hosts to maintain high ratings while traveling the world. Sean emphasizes designing automations around guest experiences, leveraging AI for issue resolution, and encourages hosts to focus on the joyful aspects of their business. Discover the secrets to preserving time and enhancing guest satisfaction with technology!
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Oct 16, 2025 • 60min

EP83 - Guest Data Collection that Drives Direct Booking Revenue through StayFi with Arthur Colker

"As long as you're providing value, hopefully your marketing will be mostly perceived generously and people will want to receive it."What if the key to competing with major OTAs wasn't just about building a better website—but capturing data from every single guest who stays at your property? Arthur Colker, Founder & CEO of StayFi, discovered this truth while helping a New Orleans property manager escape 99% OTA dependency. In this episode, he shares how a WiFi-based data capture solution evolved into a full guest marketing platform powering direct bookings across vacation rentals, boutique hotels, and hospitality brands. Arthur reveals why guest data ownership is the biggest missed opportunity in short-term rentals, how diversifying channels matters more than eliminating OTAs entirely, and the groundbreaking StayFinder meta-search tool launching soon that will let travelers compare direct booking prices against major platforms. Whether you're managing 2 properties or 200, Arthur's insights on guest data strategy and the evolving hospitality tech landscape will reshape how you think about building an independent brand.🌐 Connect with Arthur ColkerLinkedIn: Arthur ColkerCompany: StayFiStayFinder: Launching soon—the direct booking meta-search tool that lets travelers compare prices directly with property managers
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Oct 7, 2025 • 1h 1min

EP82 - Technology Enables Hospitality: Building Direct Booking Success Without Losing the Human Touch with Jessica Gillingham

In this episode, Jessica Gillingham, CEO of Abode Worldwide and author of "Tech-Enabled Hospitality," challenges the notion that automation and personalization can't coexist. As a strategic advisor to transformative technology companies across the global hospitality sector and host of the Pillow Talk Sessions podcast, Jessica brings a unique perspective on building category leaders.From revealing why 90% of hosts only use 30-40% of their PMS capabilities to explaining how Netflix-style personalization could revolutionize guest experiences, Jessica shares insights from interviewing over 30 industry leaders. Whether you're managing one property or a hundred, you'll discover why the future of hospitality isn't about choosing between technology and human connection—it's about using one to amplify the other.🔗 Connect with JessicaBook: Tech-Enabled HospitalityLinkedIn: Jessica GillinghamCompany: Abode WorldwidePodcast: Pillow Talk SessionsFree Resource: Abode Worldwide Short-Term Rental Index 2026 (available at abodeworldwide.com)

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