Heather Bayer is a pioneer in the short-term rental industry, with over two decades of experience. She founded and ran a successful property management company overseeing 200+ properties before selling it in 2022. Now a full-time coach, consultant, and educator, Heather shares her deep knowledge of vacation rental best practices through her platform, Vacation Rental Formula. With a strong focus on trust, responsibility, and hospitality, she helps hosts and property managers refine their operations, improve guest experiences, and drive more direct bookings. Summary and Highlights 1. Trust is the Foundation of Direct Bookings One of the biggest challenges for direct bookings is convincing guests to trust your site over an OTA like Airbnb. Heather emphasizes the importance of strong trust signals, such as transparent policies, clear communication, and visible safety measures. “If someone lands on your website and doesn’t immediately trust you, they’ll head right back to Airbnb.” Practical Steps: 2. Direct Booking Success Starts with a Strong Website Your website is the first impression guests get of your brand, and it needs to feel as professional and reliable as any major booking platform. Heather suggests doing a thorough website audit as if you were a first-time guest. Does it clearly state where your properties are located? Are cancellation policies easy to find? Does it showcase why guests should book directly? Action Item: Take an hour to review your website, ensuring that it is visually appealing, easy to navigate, and packed with trust-building elements. 3. Why Safety & Sustainability Should Be Marketed, Not Just Managed Many hosts focus on safety and sustainability for risk mitigation, but Heather argues these are powerful marketing tools. Today’s travelers actively look for eco-friendly stays and secure properties. Steps to Leverage This: 4. The Power of Guest Experience in Repeat Direct Bookings Heather emphasizes that direct bookings are built on relationships. Guests who trust you and have a seamless experience are more likely to book directly in the future. Proven Guest Retention Strategies: “Your guests aren’t just booking a stay—they’re looking for an experience. If you provide an unforgettable one, they’ll come back and book directly.” Heather’s insights highlight that direct bookings aren’t just about technology or automation—they’re about building trust, ensuring responsibility, and delivering outstanding hospitality. If you focus on these elements, you’ll naturally grow your direct booking rate over time. Checkout Heather on heatherbayer.com Transcription Heather: Trust is the absolute primary. element that has to be brought into any direct booking strategy, because without trust you’re not going to get anybody who’s been out on Airbnb who spend billions to get guests to trust them to come to you with your website, small, medium, large website, but trust you enough to part with their money with you. Because you’re not showing those trust signals that Airbnb are. So that’s at the core of what we train and teach. And then we go into responsibility, which means your responsibility to safety, to, uh, regulatory compliance, to sustainability, to having the right insurance, all these things come together to actually create that trustworthy business. Gilbert: Hey folks, welcome back to Direct Booking Simplified, where we break down the strategies and tactics on how to win in direct bookings. On today’s show, I have Heather Bader. Heather, welcome to the show. Heather: Thank you so much. Thank you for having me on. This is, this is always, I always love being on the other side of the mic. Gilbert: Yeah, yeah. It’s fun to do this both sides. I actually, I think if I had a preference, it’s more fun to be a guest on the show than a host on the show. I don’t know why. It just, I don’t know. Maybe it’s because it’s change of pace and you get to relax and be the one to consume all the questions rather than thinking ahead about the next set of questions. Gilbert: I think it is a lot of fun being the guest. Heather: Well, as As I’ve been podcasting for nearly 14 years now. Every Wednesday for 14 years. It, it just is a great contrast to, to be asked the questions and not asking them. So, yeah, far away. Gilbert: maybe, maybe slight tangent there. Well, any word of advice for myself or anyone that’s getting into podcasts, thinking about it, how did you 14 years of quite a run in terms of pace there. And a lot of folks, I think even like the first six months, they start to give up. Like, what’s, what’s your secret to, to lasting quite, quite that time. Heather: Um, well, it is consistency. The only way to, to grow an audience is to be consistent. And if you’re continuously consistent, um, and this is why I’ve never done, I’ve never done, you know, Series 1, Series 2 or Season 1, Season 2. You know, I just. just publish every week and, and it becomes habit. It is, and you batch record. Heather: So, and, and the other thing is, is, is that if you really love the business and have passion for the business, you just love talking to people. So that just converts into a 45 minute recording. What, you know, what, what more can it Gilbert: hear you. I 100 percent hear you on that one. I, I’ve met so many people through this show and I’m sure it’ll resonate with you, but like, it’s a great way to tap into the greatest minds in the industry and ask the stupidest questions that you can think of. And you just feel very vulnerable about asking those types of questions because it helps a lot of folks. Heather: I, I’ve met, I think I’ve met just about everybody that has, you know, been at the core of this industry for so many, for decades. And, and it’s a huge honour to be in that position. And, and yes, get to ask whatever you want. And, yeah, get some, get some crazy answers sometimes. I, I, I will share, share one. Uh,

On this episode of Direct Booking Simplified, we sat down with Jodie, the Founder of Hospitable Hosts – a multi author book. She is also a property manager originally from Australia who built a thriving short-term rental business in the UK—all while managing it remotely from the other side of the world. Jodie shared her journey, the challenges of scaling a direct booking business, and why hospitality should always come first. Summary and Highlights Jodie started her short-term rental business in a small country town in the UK. After moving there with her family, she converted a separate cottage on their property into a short-term rental. What started as an experiment turned into a full-fledged business that survived regulatory changes, COVID-19, and the influx of competition in the market. Despite the growth of the industry and increasing competition, Jodie’s focus on guest experience and direct bookings has helped her stand out. Scaling a Direct Booking Business While Managing Remotely Jodie shared insights on how she successfully transitioned to managing her UK-based business from Australia. One of the biggest keys to her success? Building a reliable team and systemizing operations. Why Hospitality is More Important Than Ever As more investors flood the short-term rental market, Jodie sees a major divide between those who treat it as a real hospitality business and those who chase quick profits. As Jodie said: “A lot of people got into this business thinking they could make quick money, but they underestimated the work involved. The ones who truly enjoy hospitality and have built solid systems are the ones thriving right now” Her advice to hosts looking to stand out? Make hospitality a core part of your business strategy. The Birth of Hospitable Hosts: A Community Focused on Raising the Standard Jodie is also the founder of Hospitable Hosts, a collective of professional short-term rental operators dedicated to elevating hospitality standards. What started as a book project—bringing together 40 hosts to share their stories—has grown into a movement. Hospitable Hosts aims to educate hosts on the power of putting guests first. They believe that Hospitality isn’t just about a bottle of wine at check-in; it’s about genuine care and service. A New Initiative: The Hospitable Hosts Summit Jodie announced an upcoming Hospitable Hosts Summit, happening in April 2025 in Denver, Colorado. Unlike traditional conferences, this summit will be hands-on, focusing on real strategies hosts can implement immediately to enhance their hospitality game and increase direct bookings. Jodie’s #1 Direct Booking Tip One simple strategy that has helped Jodie increase repeat guests? A tangible takeaway. “I leave a branded postcard in every property that thanks guests for staying and offers them 15% off their next visit if they book direct. Having something physical they can take home really makes a difference.” Follow Jodie Here ⤵️ Transcription Jodie: There’s a lot of people out there stating you can make X amount of money when you have an Airbnb or a property business, but it’s, it’s hard work and not everybody can keep up with that. And the hospitality side of things. So dealing with people, dealing with the guests, dealing with the public, you know, um, that’s, that can be tricky. Gil: Hey folks, welcome back to Direct Booking Simplified, where we break down the strategies and tactics of direct bookings. On today’s show, I have Jodie. Jodie, welcome to the show. Jodie: Hi Gil, thanks for having me on. Gil: Yeah, I am so happy to have you here. You are one of my favorite people that I met in, I think 2024. Um, Jodie: We did meet in 2024. Yeah, Gil: it feels like a long time ago. Um, Jodie: does. Yes. We’ve had lots of conversations. Gil: yeah. Um, do you mind giving folks a quick introduction on who you are? Jodie: Sure, sure. So, um, hi everyone. My name is Jodie. Um, I’m a host just like you, uh, listening in. Um, I have a property management company in the UK, but you can probably tell from my voice that I’m Australian. So, um, I have a pretty unique standing where I I’m a very remote host. I host from the other side of the world because I’ve not long relocated back to Australia, but I kept my business operating in the UK, which has all sorts of, uh, shall we say challenges, but it’s working. So far, so good. Gil: Yeah. Jodie: So I, Gil: how many units in the UK do you have? Jodie: uh, so I have 15 properties that I look after. Um, I have different styles of doing that. I look after, I manage two people’s properties and the rest are mine that I have on rent to rent or rent to arbitrage as you call it there. Gil: Wow. So you, when you started that, were you living in the UK before moving to Australia or how did you kind of land on this? Jodie: Yeah, I was. So I’ve lived out of Australia for a long period of time, 12 years, actually, and we were living in Europe, and then we decided I’ve got three children. Um, we were homeschooling as we were traveling, and, uh, it was time for the older two to kind of knuckle down and get some qualifications in their schooling. So we settled on the UK and we found ourselves in a beautiful little country town called Tetbury, which is actually where the the king lives. He has a house there. Um, so it’s one of those unique places. Um, you know, when you think of like stone cottages and green rolling hills. That you see on the television and in movies, that’s the type of environment that it is. And we got a home with some land and it had a separate cottage on it and just near the house. And we thought, what are we going to do with this? And we can store bikes or we could just keep it for when

Ever wondered how to break free from OTAs and take control of your bookings? Sarah Pell did just that. She went from teaching elementary school to managing a thriving short-term rental portfolio using a mix of ownership, arbitrage, and co-hosting. In this episode of Direct Bookings Simplified, Sarah reveals the exact strategies she used to scale her business, build a strong direct booking system, and maximize profitability—without overcomplicated tech. Summary and Highlights Building a Portfolio with Three STR Strategies “Arbitrage really opened up my world. Just within a year and a half, I had acquired four. Compared to saving for a single purchase, it was a game-changer.” Sarah’s path to STR success wasn’t conventional. After getting into real estate through house hacking, she realized that long-term rentals weren’t providing the cash flow she wanted. Instead, she turned to vacation rentals. She initially purchased a condo in Orange Beach but quickly recognized that saving for down payments would take too long. That’s when she discovered rental arbitrage, allowing her to scale faster. Within a year and a half, Sarah went from one STR to four through arbitrage, while also co-hosting for other owners. Balancing ownership, arbitrage, and co-hosting has given her a well-rounded perspective on managing STRs and optimizing guest experiences. Direct Booking Strategies That Work Sarah emphasizes that while starting on platforms like Airbnb and Vrbo is essential, building direct bookings is what truly allows STR owners to scale. Here are some of the strategies that have worked for her: 1. Leveraging Facebook Groups for Direct Bookings One of Sarah’s biggest game-changers was tapping into Facebook groups to promote her listings. Instead of relying solely on Airbnb, she joined vacation rental and travel-related groups in her market. “I found that Facebook groups were like a secret sauce. I would join groups for vacation stays in my area and respond to travelers looking for dates with a direct booking link. That was a huge boost early on.”  2. Using Repeat Guests to Drive More Direct Bookings Sarah actively encourages repeat guests to book directly. She offers a 15% discount to returning guests who book through her direct website and includes promotional business cards and magnets inside her properties. “We text every guest after their stay with a promo code they can share with friends and family. It’s a simple way to encourage direct bookings.”  3. Capturing Guest Emails for Long-Term Success Sarah initially collected guest emails manually but later streamlined the process using her property management software. Her team now sends email campaigns and promotional offers to past guests through MailChimp. “Even before I had MailChimp, I was manually emailing past guests with BCC. You don’t need a fancy system to start—just start collecting emails.”  4. Setting Up a Strong Direct Booking Website While Sarah started with a simple site, she’s now investing in making it more streamlined and guest-friendly. She plans to integrate better search functionality and branding to make it easier for guests to find and book her properties. Automation vs. Personalization in Direct Bookings One key takeaway from Sarah’s journey is that automation is helpful, but personal connection matters. While she uses automated text and email follow-ups, she still handles guest communications manually to ensure a personal touch. “I still handle my guest messaging personally because I want to interact with them. It helps me understand their concerns and improve my guest experience.” Scaling Direct Bookings with the Right Tools Sarah’s experience shows that you don’t need a complex system to succeed with direct bookings—you just need the right mindset and simple, effective strategies. Whether you’re just getting started or looking to scale, her approach proves that taking small steps, like leveraging Facebook groups and collecting emails, can make a big impact. If you want to hear Sarah’s full journey and her step-by-step direct booking tactics, listen to the full episode of Direct Bookings Simplified [link to podcast episode]. Join the Community Want to connect with like-minded STR owners focused on direct bookings? Join our community, where we discuss strategies, share insights, and support each other in building sustainable short-term rental businesses. [Link to community] Looking to optimize your direct booking site? At CraftedStays, we help STR owners create high-converting, mobile-optimized direct booking websites. If you’re ready to take control of your bookings and maximize revenue, check out CraftedStays today. Follow Sarah Here ⤵️ Transcription Sarah: Part of my direct booking as well is Facebook groups. So I do have a business Facebook page and you wouldn’t even need to do a page. I’ve done it even just personally. And I will have a little message with my direct booking link. And so what I do is join these groups. So like, um, you know, vacation stays of orange beach, and I will go in there and I will look for people that are searching for dates to come and I will just copy and paste my little message about my condo and. I have found that was like a, in the beginning to a huge boost in like my direct bookings is I found that a lot of people would find me on Facebook and then reach out on my direct booking website. And so I would say that, uh, I feel like Facebook groups are kind of like a secret sauce. I mean, cause you can find co hosts, you know, arbitrage, properties, direct booking clients. Like it kind of, it’s all, all there. Gil: Hey folks, welcome back to direct booking simplified, where we break down the strategies and tactics to win in direct bookings. On today’s show, I have Sarah Pell. Sarah, welcome to the show. Sarah: Thank you, Gail, for having me. I’m excited to be here. Gil: Yeah. As we get into it, do you mind giving folks a quick introduction on who you are? Folks may have seen you on Instagram or other places, but yeah. Introduce yourself. Sarah: Yeah, of course. So, I’m originally from Pierce, South Dakota. That’s where I was born and

 “Trust comes from having a secure site and a seamless booking process. If your site instills confidence, guests will book without hesitation.” – Jennifer Spencer In the latest episode of Direct Booking Simplified, we sat down with Jennifer Spencer, a seasoned host with over a decade of experience in the vacation rental industry. Jennifer owns two stunning properties: one nestled in the Canadian Rockies and another in the sunny paradise of Maui. Her journey from renting a family ski getaway to running a thriving vacation rental business offers a wealth of insights for both seasoned hosts and newcomers alike. Summary & Highlights A Journey from Ski Enthusiast to Business Success Jennifer’s story began ten years ago when she purchased her first vacation rental property in the Canadian Rockies. Initially intended as a home base for her family’s ski trips, Jennifer soon realized its potential as a vacation rental. “Back then,” she shared, “Airbnb wasn’t even in my market. The primary player was VRBO, and there were no guest fees.” Her entrepreneurial spirit led her to transform the property into a six-figure revenue business. Fast forward to 2021, Jennifer expanded her portfolio by purchasing a property in Maui. This move showcased her ability to diversify not just geographically but also seasonally, offering her guests a choice between the ski slopes and the sea. The Turning Point: Building a Direct Booking Website In 2017, Expedia’s acquisition of VRBO was a pivotal moment for Jennifer. Recognizing the growing control OTAs were gaining over her business, she decided to establish her own direct booking website. “I didn’t want to be 100% reliant on a large multinational company,” she explained. “Having my own site gave me the ability to capture repeat bookings, reduce guest fees, and build direct relationships with my guests.” This decision not only provided Jennifer with more control but also helped her retain a larger share of her revenue. Key Strategies for Direct Booking Success Jennifer shared several actionable strategies during the episode that have been instrumental in her direct booking success: The Importance of Taking Action Jennifer’s advice for hosts looking to grow their direct booking strategies is simple: “Take action.” Whether it’s setting up a property management system, building a direct booking website, or sending your first marketing email, she believes progress comes from doing. “You’ll learn and grow from the process,” she encouraged. Join the Conversation This episode is packed with more insights, including Jennifer’s mindset on overcoming perfectionism and how she cross-markets her properties. Be sure to listen to the full episode for a deep dive into her strategies. Want to connect with like-minded hosts and learn more direct booking strategies? Join our Direct Booking Simplified community and continue the conversation. And if you’re ready to take control of your bookings, CraftedStays can help you build a secure, guest-friendly website that reflects your unique brand. Book a demo today and see how we can help you grow your direct bookings. Follow Jennifer Here ⤵️ Transcription Jennifer: Trust comes from having a secure site from having a tool in place that is seamless for them to book. And when you start to put kind of roadblocks or friction or things that make them question, they may not proceed with the booking, right? So I think a testament to your site is if people book and you have had no conversation with, like, I get that. Jennifer: You know, someone just books off my site, my, my direct booking site. And I’m like, awesome. I don’t know necessarily. I mean, I could find out where they came from, Google analytics and things like that, but like when I initially get that, I’m like, awesome. That means my site looked trustworthy enough that they would just go ahead and make that booking without reaching out to me, without asking me any questions. Jennifer: Right. And that’s what you want, right? You want the credibility and the authority and trustworthiness that people get from booking on an Airbnb or on Airbnb or VRBO. That’s why they’re working there, right? So if you can instill that confidence in your own site, then that’s when you’ll have a lot of success with direct bookings. Gil: Hey folks. Welcome back to direct booking simplified. We break down the strategies and tactics to win and direct bookings on today’s show. I have Jennifer Spencer, Jennifer. Welcome to the show. Jennifer: Thank you. So great to be here. Thanks for having me. Gil: Yeah. Where are you calling in from right Jennifer: Uh, I am in Calgary, Canada. Um, it’s a little bit chilly here right now. Um, so yeah, I’m, I’m located in, in, uh, Canada. Gil: Yeah. And you’re also, you have properties also in the States, not the, not the major islands, Jennifer: Yeah, Gil: but the minor islands. Jennifer: yes, well, I have exactly. Yes, that’s true. So, yeah, I own 2 vacation rental properties. 1 is in the Canadian Rockies here close to my house. It’s still 4 hour drive and the other 1 we have in Maui, we just bought in 2021 so and I have owned my Canadian property for 10 years and actually just celebrated 10 years. Jennifer: So, like, 10 years, about 3 days ago, we got the keys to that property and it’s, uh. Totally changed my life. Gil: Wow, what was the story behind getting that first Canadian Rockies property there? Jennifer: Yeah. So, I mean, I’ve always been into real estate and I bought my first place when I was like, 24. It’s always been my thing. Um, but the reason we actually bought this particular property is that we are a ski family and all three of my kids were ski racing and we were coming back and forth from the mountains a lot. Jennifer: And so we decided, okay, let’s, you know, get a, Home base in the mountains and so we bought this property and really with not the intention of having it

“I didn’t know there was a thing called direct bookings. I just knew I needed to do what I had to do—build my own brand and go after my own bookings.”   In our latest episode of Direct Bookings Simplified, we sat down with Jenn Boyles, a trailblazer in the world of direct bookings and marketing strategies for short-term rentals. Jenn has a wealth of experience as a host, marketer, and coach, and her journey from hosting an apartment in France to launching her marketing platform, BookDirectPro, is nothing short of inspiring. Jenn’s insights into building a successful direct booking strategy are invaluable. Here’s a snapshot of what we discussed—be sure to listen to the full episode for more tips on Simplifying your Direct Bookings Summary & Highlights Meet Jenn BoylesJenn Boyles is the founder and CEO of Direct Booking Success – the podcast | the summit | the program. Her mission is to help vacation/short-term rental property managers, owners and hosts increase their revenue and control with the power of direct bookings. She started as a property manager and owner herself, managing her own award-winning properties from 2013 to 2024. Finding herself with a property in an over-saturated area was what initially led her down the path of building her own direct booking business. She is the host of the weekly Direct Booking Success Podcast which is produced with a mix of educational solo episodes and interviews with Hospitality and Accommodation professionals along with fellow property managers and owners.  Jenn is also the founder of the annual Direct Booking Success Summit. This event is a FREE marketing and hospitality educational online summit for vacation/short-term rental property managers and owners who want to increase their revenue and control in their own business with direct bookings. Her latest venture is founding Book Direct Pro, the all-in-one marketing platform built for vacation rental pros by a vacation rental pro. With Book Direct Pro, Jenn aims to simplify and streamline the entire marketing process, giving hosts more control over their bookings and profits. It’s designed to cut out the middleman, empower property managers, and make direct bookings a breeze. 1. The Power of Storytelling in Marketing Jenn’s success in the UK stemmed from building a strong brand before launching her property. By documenting the construction and branding of her unique canal boat in Liverpool, she created a buzz and established trust with potential guests. “People followed the journey and joined a waitlist, so when we launched, they were ready to book.” Tip for Hosts: Share the story behind your property—whether it’s a renovation project, local attractions, or memorable guest experiences. Use social media, email newsletters, and even simple videos to bring your journey to life. 2. Start with One Property (and One Strategy) Contrary to popular belief, direct bookings aren’t just for large portfolios. Jenn emphasized how smaller hosts can leverage their personal touch and storytelling to compete with big players. “You don’t need 50 properties to make this worthwhile. Even with one or two, you can create a personal connection that larger operators can’t match.”  Actionable Idea: If you’re a remote host, batch-create content during visits. Showcase your property’s personality, local attractions, and unique amenities. 3. Focus on Guest Data Collection Jenn highlighted the importance of owning your guest relationships through email marketing. Platforms like Airbnb won’t share guest data, so hosts need to find ways to capture it independently. “Once you have their email, you can connect directly, nurture relationships, and bring them back for future stays.”  Practical Advice: Use tools like Wi-Fi sign-ups, digital registration forms, or automated guest surveys to collect guest emails. 4. Leverage Automation and Tools For busy hosts balancing multiple responsibilities, Jenn stressed the value of automation. Her platform, BookDirectPro, simplifies marketing by combining email marketing, social media scheduling, landing pages, and more into one tool. “Marketing doesn’t have to take over your life. Set up systems, automate what you can, and focus on what matters.” Pro Tip: Use automation to schedule social media posts and email campaigns. Dedicate time monthly to batch-create content, then let technology do the heavy lifting. 5. Build Trust Through Personalization Jenn shared how personalization drives direct booking conversions. Adding an “About Us” section, featuring reviews, and showcasing local attractions on your website can make all the difference. “People want to know who’s behind the brand. Share your story—it builds trust and encourages bookings.”  Quick Win: Update your website with a personalized bio and real photos of your team or family to foster trust with potential guests. Start Building Your Direct Booking Strategy TodayJenn’s journey is a testament to the power of storytelling, relationship-building, and leveraging the right tools to grow your direct bookings. Whether you’re just starting or looking to scale, her advice is clear: take one step at a time and focus on strategies that align with your goals and resources. If you’re ready to take control of your bookings, don’t miss the chance to try Jenn’s all-in-one marketing platform, BookDirectPro. Use code DIRECTSUCCESS for 50% off your first month, and schedule a free onboarding call to get started. Follow Jenn Here ⤵️ Transcription Gil: Welcome back to direct booking. Simplify where you break down the strategies and tactics to win in direct bookings on today’s show, I have Jenn Boyles, Jenn, welcome to the show. Jenn: Aw, thanks Gil. Thanks for having me. Gil: Yeah, it’s, it’s such a familiar voice. I’ve listened to your podcast on my car drives a lot. Um, so it’s really good to have you on, on this show as well. Jenn: Aw, thanks so much. I hope I haven’t caused any accidents. Gil: No, no, it’s a, it’s a, it’s a very calming conversation. So if anything, it helped me focus. Yeah, there’s not many shows in the direct booking space, um, that talks about direct booking. So I think there’s like the R2 shows and maybe a two or three others. And that’s pretty much it about direct bookings. Um, there’s a lot of more general, um, short term rental ones, but not