Gil Chan

Booked Solid Show - Short Term Rental Podcast

Business EN ↓ 116 episodes

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.'

Author

Gil Chan

Category

Business

Podcast website

craftedstays.co

Latest episode

Jul 9, 2026

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Episodes

EP90 - Guest Retargeting Direct Bookings: 400% Revenue Growth with Sam Mistretta 04.12.2025

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 Marke...

EP89 - From 1% to 30% Direct Bookings: Systems-Driven Approach to Scaling Short-Term Rentals with Harshad Lalan 27.11.2025

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 sys...

EP88 - Connection Before Conversion: Copywriting Strategy with Genevieve White 19.11.2025

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 connec...

EP87 - Your Website as Digital Front Door: Converting Guests in 2 Clicks with Frank Bosi 11.11.2025

"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...

EP86 - Bringing Luxury Hotel Standards to Short Term Rentals with Moira Sedgwick 07.11.2025

"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 di...

EP85 - From 3% to 15%: Why Platform Fees Changed My Business Strategy with Orlie Benjamin 29.10.2025

"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...

EP84 - Vacation Rental Automation: Running a Five-Star STR Business on Autopilot with Sean McGregor 22.10.2025

"The goal is to automate the annoying so you can focus on the amazing." In this episode, Gil sits down with Sean McGregor, founder of NoCodeSTR.com, to explore how vacation rental hosts can reclaim their time without sacrificing guest experience. Sean has hosted over 5,000 groups on Airbnb while maintaining a 4.98★ rating since 2018—all while traveling through 40+ countries with his fami...

EP83 - Guest Data Collection that Drives Direct Booking Revenue through StayFi with Arthur Colker 16.10.2025

"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 Or...

EP82 - Technology Enables Hospitality: Building Direct Booking Success Without Losing the Human Touch with Jessica Gillingham 07.10.2025

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....

EP81 - Short Term Rental Property Niche Strategy: Doubling Revenue Through Strategic Design with Mark Lumpkin 02.10.2025

Building a high-performing short-term rental isn't about throwing money at renovations and hoping for results. It's about strategic design choices that create a destination guests actively seek out—not just settle for. In this episode, Mark Lumpkin breaks down his proven framework for transforming underperforming properties into revenue powerhouses. From identifying the right foundation be...

EP80 - Direct Booking Amenities That Make Guests Pay 40% More with Annie Sloan 25.09.2025

"The way that people choose travel, they consider bookings. It has culturally shifted from even 10 years ago, five years ago, particularly among Gen Z and millennials. They are experience first, location second." - Annie Sloan The hospitality landscape has fundamentally changed. Today's travelers aren't just booking a place to stay—they're curating entire experiences before t...

EP79 - Building Brand Standards in Short-Term Rentals with Nikkei Rosenberg 17.09.2025

"Stop making Airbnb more money. Do not ever send someone another Airbnb link. You are the problem. Owning your customer is the most important part of any successful business strategy." This raw admission from Nikkei Rosenberg, owner of Staylah Rentals with over 100 properties under management, captures exactly what's broken—and what's possible—in our industry. While most hosts ch...

EP78 - "Mountain Mama Cabins" Owner Achieves 71% Direct Bookings Through TikTok Marketing with Brittany Magsig 10.09.2025

"Digital media is not going away. When business owners are shying away from doing something uncomfortable, putting their business out on social media, you have to meet the world where they're at." What would you do if your social media following could generate 71% direct bookings on just one property? Brittany Magsig, better known as Mountain Mama on TikTok , turned this dream into reality by auth...

EP77 - Dynamic Pricing Gaps Costing Hosts Thousands - Market Data Reveals Competitive Advantage Strategies with Jamie Lane 04.09.2025

"There's so much incremental bookings our industry could be getting if we just did a better job of managing rates throughout the season. More than anything, drive additional revenue over and above new amenities, new photos—it's just do a better job of how you're setting rates." The short-term rental landscape has undergone dramatic shifts since 2020, creating both challenges...

EP76 - Building 95% Direct Bookings Without Marketing Spend: Blake Neitzke's Relationship-First Strategy 27.08.2025

"The core foundation should be direct bookings, but you also need OTA presence. I think the best way is all three legs of that stool." Building a hospitality business that generates 95% direct bookings sounds impossible—especially in a town with just 87 residents. But Blake Neitzke, a West Point graduate and former Special Forces officer, proved it's not only possible but sustainable...

EP75 - Community Partnerships Direct Bookings Strategy: Local Business Collaborations for STR Success with Ashley Ramos 20.08.2025

"I would have to say collaboration, and that's really been my go-to word for the year because I have noticed such a difference when I'm able to collaborate with others, whether it's something for them or something that benefits me." - Ashley Ramos What if the secret to consistent direct bookings wasn't found in complex digital funnels or expensive marketing campaigns, but...

EP74 - From Corporate Burnout to 70% Direct Booking Independence: Marketing Strategies with Kerri Gibson 13.08.2025

"We are 70% direct book. My mentality is we own our business through our website and I treat the OTAs simply as marketing platforms, as billboards." - Kerri Gibson In this episode, you'll discover the exact framework Kerri used to build her direct booking dominance, from her early website experiments to sophisticated email nurture campaigns that create 40% return guests . Plus, she s...

EP73 - Beyond Airbnb: Building Luxury Hospitality Ecosystems for Direct Bookings with Moriya Rockman 06.08.2025

Bring yourself to your hospitality journey. There's no one else like you." — Moriya Rockman The short-term rental industry is evolving beyond the simple host-guest transaction. Today's successful vacation rental operators are building direct booking ecosystems, creating communities, and establishing themselves as destination ambassadors rather than just property managers. Few understand this trans...

EP72 - Proof Property-Specific STR Websites Convert Better Than Generic Management Pages with Joe Rohne 30.07.2025

What does it take to truly own your guest journey — from the moment they see your property to the moment they return next year? For Joe Rohne , short-term rental operator, investor, and broker, the answer lies in control: control of your brand, your pricing, your data, and your guest relationships. In this episode of Booked Solid , Joe shares how he built a resilient direct booking strategy that l...

EP71 - UpClose Marketing’s Product Placement Strategy that Turns Free Products into 5-Star Stays with Rachel Vigil 22.07.2025

“When guests walk in and discover a gourmet snack or high-end facial mask, it’s more than an amenity—it’s a delight.”    That’s the unforgettable touch Rachel Vigil brings to vacation rentals through Up Close Marketing —a platform connecting hosts with premium brands for product placements that wow guests and reinforce their brand identity. In this episode of the Booked Solid Show, Gil sits down...

EP70 - "75 Properties Later: Why a Delisted Airbnb Made Federico Zimerman Go Direct" 15.07.2025

“ If you rely only on OTAs, you’ve lost control—direct bookings give you the freedom and stability to weather anything .” — Federico Zimerman From a spare bedroom in Buenos Aires to managing 75+ properties and opening a boutique inn in the Catskills, Federico Zimerman’s journey is anything but ordinary. On this episode of Booked Solid , Gil welcomes Federico to unpack how an airline trainer turned...

EP69 - How Garrett Brown Built a 76% Direct‑Booking Glamping Empire with Land‑Hacked Unique Stays 10.07.2025

In this episode of Booked Solid , Garrett Brown— BiggerPockets Short-Term Rental Expert and founder of Cameron Ranch Glamping —shares how he turned a single house into a land-hacked luxury retreat business. Using a blend of creative hospitality, structured site analysis, and marketing systems built on influencer content, Garrett achieved a remarkable 76% direct booking rate. He walks us through hi...

EP68 - How a 25-Year-Old Host Scaled His Short-Term Rental Business with AI and Direct Bookings - Chad Harker 03.07.2025

“It’s not about how much you make—it’s about how much you keep.” At just 25 years old, Chad Harker is building a high-cash-flow STR portfolio in Edmonton using real estate acquisitions, direct booking strategies, and custom-built AI systems to scale—without burning out. In this episode, Chad shares how he house-hacked his way into the industry, scaled using BRRR-style methods, and now automates hi...

EP67 - For the Love of Upstate: Turning Rustic Homes into Luxury STR Retreats with Skyler Vaughn 24.06.2025

“When you're doing something hard, it's supposed to feel hard… but know that you're on the right path.” Skyler knows firsthand: building a direct‑booking short‑term rental business from the ground up is not easy, but it can be extraordinary. In this week’s episode of the Booked Solid Show, Skyler shares how he and his wife, Maddie, went from furnishing arbitrage properties in San Diego...

EP66 - STR Design Mastery: Trends, Mistakes & $500K Makeovers with Ishita Lalan 18.06.2025

a 🛠️ “Design isn’t just about what it looks like—it’s about what it earns.” Our guest is Ishita Lalan , founder of Ishita Interiors and architectural designer behind over 150 short-term rental transformations across the country. From $500,000 gut-renovations to quick-turn landscape upgrades, Ishita approaches every STR with the mindset of an investor and the precision of an architect. This episode...

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