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. 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










