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. Summary Highlights 🌍 Meet Genevieve White: The Copywriter Championing Connection Over Conversion Genevieve White is a travel and tourism copywriter, coach, and author of Boldly Go, the definitive copywriting guide for travel professionals. Based in Scotland’s Shetland Islands—closer to Norway than mainland UK—Genevieve brings a unique perspective shaped by years as an English teacher abroad and a deep passion for meaningful travel experiences. After teaching English in Hungary, Romania, and China, Genevieve settled in Shetland where she spent years writing for Promote Shetland, crafting content that encouraged visitors to discover the islands’ remote beauty. But it wasn’t until she formally trained as a copywriter that everything clicked. She discovered that effective copywriting wasn’t about perfect grammar or flowery language—it was about genuine connection, clear communication, and confidence. Today, Genevieve works with boutique stays, cultural tours, and sustainable travel businesses to help them find their authentic voice and attract guests who truly align with their values. Her human-centered approach emphasizes storytelling that highlights what makes each destination genuinely special, moving far beyond generic travel brochure language. Through her coaching practice and her mailing list, Campion Club, where she shares twice-weekly copywriting insights wrapped in stories from her life and work, Genevieve is on a mission to help travel professionals write copy that creates connection first—with conversion as the natural byproduct. ✨ Why Your Everyday Is Someone Else’s Awesome One of the most powerful concepts Genevieve shares in this episode is deceptively simple: your everyday is someone else’s awesome. She recounts working with a client who runs a Scottish farmhouse stay. Initially, the host’s copy was flat and generic—it could have described any rural property anywhere. But when Genevieve started asking questions, the conversation transformed. The host lit up talking about her sheep, each one named, including one that reminded her of a character from Friends. She described children feeding the sheep apple slices, their faces lighting up at this simple interaction. This seemingly mundane detail—spoiled sheep with names—became the heart of compelling copy because it represented something the host had stopped noticing: city children experiencing genuine connection with animals for the first time. The lesson? Stop trying to sound like every other vacation rental. The details you’ve stopped noticing—the sounds, the rituals, the quirky personalities of your space—are precisely what create memorable experiences for guests. When writing copy for your direct booking website, resist the urge to describe your property the way a corporate hotel would. Instead, channel the energy you’d have telling a close friend why your place is special. As Genevieve puts it, when you love what you’re writing about, that energy transfers to everyone who reads it. 🎯 The Three Foundations of Effective Copywriting Before you write a single word of copy, Genevieve insists you need three foundational elements in place. Skip these, and even the most polished prose will fall flat. Understanding Your Ideal Guest Copywriting ultimately isn’t about being clever or demonstrating grammar expertise—it’s about truly understanding who you’re writing for and using language that appeals to them. Genevieve doesn’t mean surface-level demographics. She’s talking about psychographics: What do they worry about at night? What book are they currently reading? How do they commute to work? She even employs a drama technique called “hot seating” in her group trainings, where participants rapid-fire questions at someone role-playing their ideal guest. This playful exercise reveals insights that traditional questionnaires miss, helping hosts move beyond generic “families looking for relaxation” descriptions toward genuinely understanding the humans they want to serve. For vacation rental operators building their guest acquisition strategy, this foundational work determines whether your copy resonates or gets ignored. Clarifying Your Brand Voice and Content Pillars Many hosts get distracted by visual branding—colors, logos, fonts—while neglecting the words they use. Genevieve emphasizes having real awareness of what your brand represents, including your core themes and content pillars, which should underpin every piece you write. Why are you running this vacation rental? What values drive your hosting decisions? What experiences do you consistently create? These answers form your content pillars—the recurring themes in everything you write. Just as importantly, you need to identify your unique voice. In an industry drowning in bland, AI-generated content that all sounds identical, your distinctive voice becomes your competitive advantage. This connects directly to improving conversion rates on your website because guests can sense authenticity—or its absence. Writing Conversationally, Not Formally Here’s where many hosts stumble: they slip into “writing mode” and suddenly sound stiff and corporate. Genevieve notes that effective copy sounds like someone speaking to you—copywriting is much more like spoken English than written English. Her solution? Record yourself explaining your property to a close friend, then transcribe it. The difference is immediate. That recording captures your natural enthusiasm, your authentic vocabulary, and your genuine personality—elements that disappear when you’re staring at a blank page trying to sound “professional.” The most effective vacation rental websites don’t sound like they were written by a committee. They sound like a conversation with someone who genuinely loves what they do.

“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. Summary and Highlights 🎯 Meet Frank Bosi: From Luxury Hotels to Short-Term Rental Innovation Frank Bosi serves as Senior Director of Partner Development at Hostfully, where he’s spent over five years building meaningful integrations and helping vacation rental operators scale their businesses. But his journey into the short-term rental space wasn’t conventional. Frank’s career began in luxury hospitality, working in leisure and corporate sales at prestigious properties like the Ritz Carlton and Four Seasons in New York City. When he relocated to Charlotte, North Carolina to open and rebrand a luxury hotel, he brought with him a deep understanding of what makes guests book direct: trust, consistency, and exceptional experience at every touchpoint. COVID changed everything. Six months into his new role, Frank was laid off—but that setback became the catalyst for discovering Hostfully in September 2020. The skills he’d honed in hospitality sales transferred seamlessly to the vacation rental world, and he quickly recognized that the principles driving direct bookings in hotels applied perfectly to short-term rentals. Now, Frank champions a philosophy that resonates throughout Hostfully’s culture: partnership over transactions, responsiveness over automation alone, and co-building solutions with the very hosts they serve. His approach reflects his Type A personality—hands-on, detail-oriented, and deeply invested in customer success. 💡 Key Takeaways: What You’ll Learn Frank’s conversation with Gil reveals practical wisdom for hosts at every stage. Here’s what this episode covers: Your website determines everything. It’s not just a booking tool—it’s your brand’s first impression and your most powerful marketing asset. If guests can’t book in two to three clicks on mobile, you’re sending them straight back to Airbnb. Direct bookings aren’t one dramatic shift. They’re built through small, intentional actions stacked over time. Start with a trustworthy website, layer in email marketing strategies, add strategic discounts, then introduce upsells and automation. Culture drives customer experience. The most successful property management platforms don’t just build features—they listen relentlessly to users and protect team culture even through rapid growth. Luxury hotel principles translate perfectly. Whether you’re managing a five-star Manhattan property or a three-bedroom rental in Houston, the fundamentals remain: clean design, transparent policies, professional photos, and ownership of the guest relationship. Digital guidebooks aren’t just nice-to-haves. One Hostfully customer reduced support calls from 12,000 to 10,000 monthly while increasing revenue by 6%—simply by deploying comprehensive guidebooks across their portfolio. 🏡 Why Your Website Is Your Digital Front Door Frank doesn’t mince words when it comes to website performance. Having worked with some of the world’s most recognized hotel brands, he understands that booking experience directly impacts conversion rates. “The first thing is your website is everything,” Frank explains. “It’s your marketing. It’s your digital front door, and it has to be simple, clean, mobile friendly. And guests should be able to book it in about like one, two, max, three clicks.” This principle matters more than ever as mobile optimization becomes non-negotiable. If your booking flow feels clunky or confusing on a smartphone, guests will default to the familiar simplicity of OTA platforms. Frank emphasizes that your website represents your brand’s first guest interaction. That experience sets expectations for everything that follows—from check-in communication to the stay itself. Hosts who invest in polished, conversion-optimized sites see immediate results because they’re finally capturing the traffic they’re already generating. The integration between Hostfully and CraftedStays exemplifies this philosophy. Rather than settling for embedded widgets that feel disconnected, both teams invested significant development time creating a seamless booking flow. Dates selected during property search carry through to the booking engine. The experience feels native, not bolted-on. “We don’t want to just be another logo on Hostfully’s marketplace,” Gil notes. “We want folks to have a really good experience.” Understanding how to write a direct booking website that converts requires more than technical prowess—it demands guest-first thinking at every touchpoint. 📈 Small Steps, Big Impact: The Direct Booking Roadmap One of Frank’s most valuable insights challenges the all-or-nothing mentality many hosts bring to direct bookings. Instead of viewing it as one massive project, he breaks it down into manageable phases. Start with your direct booking website. Make it clear and trustworthy. Ensure mobile optimization and fast load times. Then layer in email marketing to nurture past guests and inquiries. Build in strategic discounts that reward loyalty without training guests to expect constant deals. Finally, introduce upsells and automation that free you from inbox management while generating additional revenue. This progression allows you to learn and adjust at each stage rather than overwhelming yourself trying to implement everything simultaneously. “Direct bookings aren’t one big push. It’s not one big move,” Frank explains. “They’re small intentional steps that build on one another.” This approach proves especially crucial for hosts managing their first few properties. Frank consistently praises new operators who invest in proper systems early. Learning property management software and building direct booking infrastructure with one listing creates scalability that becomes invaluable at ten or twenty properties. The alternative—waiting until you’re managing dozens of units before implementing these systems—creates unnecessary stress and often leads to costly mistakes. Hosts who leverage niche strategies early set themselves apart from competitors who chase volume without strategy. 🤝 What Makes Hostfully Different: Culture as Competitive Advantage When Gil asks what sets Hostfully apart in a crowded property management software

“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. Summary and Highlights 🏨 Meet Moira Sedgwick Moira Sedgwick is the founder of A Chalet Collective, a boutique hospitality firm that designs and hosts short- and mid-term rentals, and Moca Interiors, the design studio behind each property’s distinctive look and feel. She’s been hosting since 2013 and brings a lifetime of hospitality expertise, including her role leading operations for the James Beard Awards. Moira owns and manages her own properties while partnering with homeowners and investors to create high-performing rentals that feel less like listings and more like curated stays. Her training at the Culinary Institute of America and years working with luxury hospitality brands inform her meticulous approach to design, service, and guest experience. Guided by values of artful design, warmth, and thoughtful curation, Moira delivers spaces that inspire guests and generate strong returns for owners. 🎯 Key Takeaways Design isn’t decoration—it’s strategy. Moira approaches every project by asking clients which hotel brand they want to emulate. This helps set expectations around quality, budget, and guest avatar before a single piece of furniture is selected. Hospitality happens in the details. Without staff on-site, short-term rentals must anticipate needs through design. Extra pillows in different firmness levels, outlets by the bedside, fully stocked kitchens—these small touches communicate care and elevate reviews. You’re competing with hotels, not just other rentals. Guests compare your property to branded hotels with massive marketing budgets and trained staff. Moira’s solution? Deliver hotel-level standards through thoughtful systems, quarterly property audits, and a relentless focus on the guest journey. Market positioning starts with self-awareness. Before worrying about amenities or aesthetics, ask yourself: what hotel chain are you? A Motel 6 or a Ritz-Carlton? Your answer shapes everything from sheet quality to the type of guest you attract. Quality compounds over time. Investing in organic cotton sheets and cast iron cookware isn’t just about luxury—it’s about longevity, guest satisfaction, and building a reputation that drives repeat bookings. Moira calls it “wealthy auntie energy,” and it works. 🛏️ From James Beard to Boutique Rentals: Moira’s Hospitality Philosophy Moira didn’t stumble into hosting. As a kid, she played pretend bed-and-breakfast, crafting imaginary breakfasts for guests. Years later, she stayed at a Portland B&B with self-check-in—no host on-site, but impeccable hospitality. When Airbnb launched, she recognized the opportunity immediately. Her career foundation came from the Culinary Institute of America, where she learned that hosting people—whether at a table, in a hotel, or at a rental—can genuinely impact lives. She worked in kitchens, consulted with luxury hospitality brands, and directed the James Beard Awards. Those experiences taught her how to layer service, storytelling, and attention to detail into every guest interaction. Today, that philosophy shapes how she approaches direct booking strategies. Moira sees each space as a lifestyle experience, not just a place to sleep. Guests should feel like they’re staying with a wealthy relative who has exquisite taste, not renting a commoditized listing. Everything from the coffee station—complete with pour-over instructions via QR code—to the pillow options reflects this mindset. She emphasizes that short-term rental operators face a unique challenge. Hotels have staff to adapt service in real time. STR hosts don’t. So the property itself must communicate hospitality through design, amenities, and thoughtful systems. As Moira puts it, “We can’t be there to change out your pillows, so we better have soft and firm options already available.” 🏡 The “Wealthy Auntie” Framework: Designing for Warmth and Aspiration One of Moira’s most memorable metaphors is designing properties to feel like a “wealthy auntie’s home.” It’s not about opulence for its own sake. It’s about warmth, quality, and the small indulgences that make a stay feel special. Think antique rugs that have stories. Le Creuset pans that have weight and history. Organic cotton sheets that feel luxurious. Scented soaps (or unscented, for guests with sensitivities). These aren’t just design choices—they’re signals that someone cared enough to think through every detail. When Moira consults with new clients, she often encounters resistance. Why spend extra on high-quality items when guests might not notice? Her answer is simple: they will notice. Maybe not consciously, but the cumulative effect of quality decisions shapes how guests feel about their stay. That feeling shows up in reviews, repeat bookings, and word-of-mouth referrals. She shared a story about staying at a beautiful waterfront property that looked stunning in photos but failed in execution. No wine openers. Poorly stocked kitchen. Basics missing. The property was coasting on location alone, and Moira’s group felt let down. That’s the opposite of her philosophy. Whether a guest cooks every meal or never touches the kitchen, the tools should be there—and they should be good. For hosts serious about building their direct booking websites, Moira’s approach offers a blueprint. Start by identifying your guest avatar. Are you attracting Motel 6 guests or Ritz-Carlton guests? Your answer dictates everything from your marketing to your amenity choices. Then audit your property through that lens. Does every touchpoint align with the experience you’re promising? 🔍 Walking Through the Guest Journey: Why Property Audits Matter Moira and her team conduct quarterly audits of every property they manage. Not just cleanliness checks—full guest experience

“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. Summary and Highlights Guest Bio 🎯 Orlie Benjamin is the founder and CEO of Lasoh, a marketing SaaS platform built specifically for vacation rental operators. Before launching Lasoh, Orlie spent her career leading customer-centric innovation at Fortune 500 companies including American Airlines (where she managed the Priceline channel and revenue optimization), Victoria’s Secret (omnichannel marketing strategy), and NetJets (designing digital experiences for high-net-worth clients). She’s also an active vacation rental operator, running The Acres in Hocking Hills, Ohio. This unique combination of enterprise marketing expertise and hands-on STR experience positions her to see gaps in the industry that others miss—and build solutions that actually work for operators at every stage. Why This Episode Matters 💡 The vacation rental landscape shifted dramatically in late 2024 when Airbnb restructured its fee model, moving from a 3% host fee to a consolidated 15.5% operator fee. This isn’t just a pricing change—it’s a fundamental shift in the economics of relying on OTAs for distribution. Orlie walks through what this means for your bottom line and why the $20,000 you might be paying annually in commissions could become your marketing budget instead. But this conversation goes deeper than just reacting to Airbnb’s changes. Orlie shares the marketing playbook she refined at companies where customer lifetime value and repeat purchase rates are foundational metrics—concepts that most STR operators don’t even track. She explains why fewer than 20% of operators monitor repeat booking rates, and why that single metric might be the most important indicator of business health. If you’ve ever felt like you’re cobbling together marketing tools that don’t quite fit your workflow, or wondered why the STR industry doesn’t have the kind of purpose-built marketing infrastructure that ecommerce platforms offer, this episode gives you both the context and the clarity you need. Key Takeaways From the Conversation 🔑 —- The Economics Have Changed Airbnb’s fee consolidation transforms a 3% cost of doing business into a 15.5% margin hit. For a single property generating $100,000 annually, that’s the difference between paying $3,000 and $15,500. Orlie puts it plainly: “That can turn a whole business upside down depending on what sort of margins things are running with.” Marketing Budget vs. Commission Fees Instead of viewing that 15.5% as a fixed cost, Orlie suggests reframing it as your available marketing budget. In her own direct booking business, she spends significantly less than that percentage driving traffic to her properties—and owns the customer relationship in the process. This mental shift changes everything about how you evaluate direct booking investments. The LTV Blind Spot In retail and ecommerce, customer lifetime value is fundamental. Yet most vacation rental operators calculate value based on a single stay. Orlie explains: “The number of customers you have multiplied by the number of visits they have multiplied by the average spend per basket—those three things multiplied by each other equals value of a customer.” When you start tracking repeat booking rates and guest spend across multiple stays, your entire revenue strategy shifts. The Ownership Imperative OTAs deliberately disintermediate the host-guest relationship. They mask contact information, control communication channels, and own the data. Meanwhile, when you capture guest information from the entire travel party (not just the booker), you create opportunities to improve the stay, sell additional services, and build relationships that generate repeat bookings without additional acquisition costs. Purpose-Built Tools Matter Generic CRMs are designed for salesforce workflows, not nurture marketing. Email platforms like MailChimp weren’t built with vacation rental use cases in mind. Orlie’s background in enterprise marketing showed her what’s possible when technology is purpose-built for an industry—and she’s building Lasoh to fill that gap for STR operators. The Marketing Stack You’re Missing 🛠️ One of the most striking revelations in this conversation is how operators are trying to force-fit technology from other industries into vacation rental workflows. Orlie has seen operators using Airtable as a makeshift CRM, running into limits with Zapier integrations, or spending heavily on consultants to hand-code campaigns because the software doesn’t anticipate their needs. She draws a comparison to buying a Ferrari with a stick shift but not knowing how to drive stick. The system is only as valuable as your ability to use it. This is why she’s focused on building Lasoh as a platform, not a consulting agency—the goal is to create technology that either empowers operators directly or makes consultants dramatically more effective with their clients. The conversation around SaaS versus services is particularly relevant for operators trying to decide whether to build their own direct booking infrastructure or outsource it. Orlie makes a compelling case that software scales, services don’t—and that the right platform creates compound value over time. When Strategy Meets Execution ⚡ Orlie’s tactical advice is grounded in clarity: “Be really clear on your strategy.” If you’re going all-in on Airbnb, make sure the math works with the new fee structure. But if you’re committed to diversifying distribution and going direct, you need to know exactly what your next step is. For some operators, that’s launching a direct booking website. For others, it’s selecting a PMS. Some need to start capturing guest contact information. Others are ready to activate that data through email campaigns and relationship marketing. The key is not trying to do everything at once. Identify where you