Branded & Booked

In this episode of Branded & Booked, I'm pulling back the curtain on the real booking and revenue numbers from May at Cabins on the Cumberland. If you've ever wondered whether investing in direct bookings is actually worth it, this episode provides the proof. I break down exactly where our bookings came from, how much revenue each channel generated, and why direct bookings continue to outperform Airbnb when it comes to profitability. I also share the pricing strategies, marketing tactics, and guest experience considerations that have helped us grow direct bookings into a meaningful part of our business. During the episode, I walk through our May booking breakdown, explain why 29% of our bookings generated 43% of our total revenue, and share how Airbnb and direct bookings compare from a profitability standpoint. I discuss the pricing strategy behind maintaining rate parity across channels, how promo codes and email marketing support direct booking growth, and why direct guests are often less price-sensitive than OTA guests. I also explore the psychological difference between booking on Airbnb versus a branded website, how simple upsells can increase guest value, why owning the guest relationship matters, and the hidden costs of relying entirely on OTAs. Most importantly, I explain why building a brand is one of the most valuable long-term investments a hospitality business can make. The numbers from May tell an interesting story. While 62% of our bookings came from Airbnb, those reservations generated approximately 47% of our total revenue. Direct bookings accounted for just 29% of reservations but generated approximately 43% of total revenue. Airbnb produced $12,943.26 in revenue while direct bookings generated $11,927.27, leaving only about a $1,000 difference between the two channels despite a significant difference in booking volume. If you're a vacation rental owner, boutique hotel operator, or hospitality entrepreneur looking to create a more profitable and sustainable business, this episode offers practical insights you can apply immediately. Apply to work with us at theweberco.com. Follow along for more hospitality marketing and direct booking strategies on Instagram at @theweberco.

We're about 30 days away from leaving for a year-long camper trip with our boys… and honestly? Life feels a little chaotic right now. In this episode of Branded & Booked, I'm sharing a very real behind-the-scenes update on what's been happening as we prepare to leave "normal life" for a completely different season. From our disastrous first RV test trip to truck issues throwing a wrench into our plans, packing up our house, balancing explosive business growth, and preparing for Collin to leave his six-figure job… there's been a lot happening all at once. This episode is honest, messy, vulnerable, funny at times, and probably one of the most personal conversations I've shared in a while. We talk about entrepreneurship, lifestyle freedom, risk, pressure, intuition, parenting, and what it actually looks like when you start building a life outside the version everyone expects you to live. Because the truth is… I don't think entrepreneurship is just about making more money anymore. I think it's about creating a life you genuinely want to wake up inside of. If you've ever questioned whether you're building a business… or building a life you actually want to live, this episode is for you. Follow along on the journey: Instagram: @theweberco Personal adventures + camper life: @lifewiththewebers Work with us: theweberco.com

Influencer marketing is not just about getting pretty content. It's about creating a moment people want to be part of. In this episode of Branded and Booked, I'm breaking down what boutique hotels, micro resorts, and short-term rental brands can learn from companies like Virgin Voyages, 818, COMFRT, and Colorescience when it comes to using creators in a way that actually drives attention, demand, and revenue. Because the brands doing this well are not treating influencer marketing like an afterthought. They are building entire experiences around it. I'm sharing why Virgin Voyages' recent creator cruise was such a smart marketing move, how brands are using groups of influencers to create FOMO and social proof at scale, and why hospitality brands should be thinking much bigger than "let's trade a free night for a Reel." I also walk through how I'd apply this strategy to a boutique hotel, micro resort, or even a single short-term rental, especially around launches, seasonal campaigns, and direct booking growth. If influencer marketing has felt confusing, expensive, or hard to measure, this episode will help you think about it differently. And if you want help sourcing, negotiating, and collaborating with creators the right way, grab my free influencer marketing guide in the show notes. You can also connect with me at theweberco.com or come hang out with me on Instagram at @theweberco.

If you've ever answered a guest message at the dinner table… in the middle of a family moment… or felt like you're "on" 24/7 in your hosting business… this episode is for you. In this episode, I'm joined again by Marissa Grover, and we're getting really honest about what it actually looks like to grow a co-hosting or property management business without the right support in place. We talk about the chaos so many hosts are living in… the constant notifications, the pressure to always be available, and the reality that this business is anything but passive when you're doing it alone. Marissa shares her story of scaling to 30 properties while juggling motherhood and nonstop operations, and the moment that changed everything for her… responding to a guest message while in labor. That experience forced her to take a hard look at what she had built and ask, "Is this actually the life I wanted?" From there, we dive into what shifted, how she started building a team, and why hiring earlier would have changed everything. We also break down what it really looks like to hire your first VA… when you're actually ready, what to delegate first, and the different ways you can hire depending on your budget and comfort level. We talk about the mindset shift from seeing team members as an expense to seeing them as an investment, and how the right support can actually increase your income while giving you your time back. Finally, we get into systems… why they feel overwhelming, why most people avoid them, and how they're actually the key to creating the freedom everyone is chasing in this industry. If you've been feeling stretched thin, stuck in the day-to-day, or unsure how to take the next step, this conversation will give you both the perspective and the practical starting points you need. If this episode resonated with you, I'd love to hear from you. Come connect with me on Instagram @theweberco or visit theweberco.com to learn more about how we can support you in building a brand and marketing strategy that actually works for your business. And if you want to connect with Marissa, you can find her on Instagram @marisa.grover, where she shares more about systems, operations, and building a business that supports your life… not the other way around.

A hot tub is not your strategy. Neither is a game room. Or a pickleball court. Or checking every box on Airbnb. In this episode of Branded & Booked, I'm calling out one of the biggest mistakes short-term rental owners are making right now: confusing amenities with strategy. Because here's the truth… Amenities might help you compete, but they are not what positions your brand. And if your entire marketing strategy is built on what you have instead of how it makes people feel, you're going to stay stuck competing on price, copying competitors, and relying on OTAs to fill your calendar. Inside this episode, I'm breaking down what actually drives bookings in today's market, and it's not more "stuff." It's clear positioning, intentional storytelling, and a branded guest experience that creates real emotional connection. I walk through why "box checking" is hurting your bookings more than helping, how to turn your features into experiences your guests actually remember, and what it really takes to stand out in a saturated STR market. You'll also start to see why competing on price is a race to the bottom, and what it looks like to step out of it by building a brand people trust and come back to. Because the goal isn't just to get booked. It's to build a brand people choose, return to, and are willing to pay more for. If you've been adding amenities, tweaking your listing, and still not seeing the traction you want, this episode will completely shift how you think about your strategy. Ready to go deeper? STR Marketing Simplified kicked off today, April 7, but you can still join me. We're diving into how to build a brand that drives direct bookings, increases guest loyalty, and gives you more control over your business without relying on OTAs. Save your seat here: https://www.theweberco.com/str-marketing-simplified

$100K in bookings in the first 60 days. Not from luck. Not from "just listing it on Airbnb." But from building something intentionally different. In this episode of Branded and Booked, Steph sits down with Yash Bhatt to break down what happens when you approach your short-term rental like a hospitality brand instead of just an investment. After launching their property, Altitude 22, in December 2025, Yash shares that they secured over $100,000 in bookings within the first 60 days and are now on track to exceed $200,000 in their first year, outperforming their original goal of $175,000. Yash walks through his journey from real estate investing into short-term rentals, starting with converting a Scottsdale home into an STR, then taking on a full gut renovation in Sedona, and eventually building Altitude 22 in Maine as a fully realized, design-forward, brand-led property. Throughout the conversation, it becomes clear that these results didn't come from following the standard STR playbook—but from intentionally doing things differently. We dive into why design is not just aesthetic but directly impacts performance, why doing things the standard way leads to average results, why being local does not make operations easier, and why systems matter more than most hosts realize. Yash shares how the biggest shift came from moving out of an investor mindset and into an operator mindset, where every decision is made through the lens of guest experience. From what guests see when they sit in the hot tub, to how the home flows from space to space, to what the first five minutes of the stay feel like—every detail was designed with intention. And that's exactly what's reflected in their bookings. Yash shares that every guest who has booked so far fits their exact ideal guest avatar and recognizes the level of thought that went into the experience. We also break down what experiential hospitality actually means. Not just adding more amenities—but creating moments that don't show up on a spreadsheet, yet completely change how a guest feels in your space. From custom lighting in the theater room… To guided amenity cards… To thoughtful details like white noise machines and full-size cribs… These are the things that build trust, drive better reviews, and ultimately lead to stronger long-term performance. If you've been focused on optimizing your listing but feel like something is still missing, this episode will show you exactly what that is. If you're a short-term rental owner trying to figure out where your marketing efforts should actually go, I'm breaking it all down inside my free 3-day workshop, STR Marketing Simplified. From April 7–9, we're diving into the marketing strategies that lead to more bookings, increase guest loyalty, and give you more control over your STR business. We'll cover how to build a profitable STR brand, the email marketing strategies that convert to bookings, how to make social media work without posting every day, and the truth about influencer marketing for short-term rentals. Save your seat here: https://www.theweberco.com/str-marketing-simplified The workshop is free, but spots are limited. Connect with Steph: theweberco.com, @theweberco Follow Altitude 22: altitude22maine.com, @altitude22main

What happens when you take an underperforming boutique hotel… and completely reimagine it? In this episode, I'm joined by former client Andrés Pérez, co-owner of The Iceberg Tahoe, and we're breaking down the story behind transforming what was once the Avalon Lodge in South Lake Tahoe. Andres spent nearly a decade working at Google before transitioning into real estate investing. Like many investors, he started with long-term rentals, then moved into short-term rentals. But eventually he realized something a lot of people in this industry are starting to discover. Scaling single properties is hard. The margins are tighter than people on Instagram make them seem, interest rates change the math, and building a real hospitality business requires something more strategic than just buying one property after another. That realization is what led Andres and his team into the boutique hotel space. In this conversation, we walk through the entire journey of acquiring the property that would eventually become The Iceberg Tahoe. From building broker relationships that led to an off-market opportunity, to negotiating seller financing, raising investor capital, and renovating a 20-room hotel in just 90 days. But the transformation didn't stop at the renovation. The property had outdated branding, weak reviews, and no real identity that matched the experience Andres wanted to create. Instead of trying to polish what was already there, they made the decision to start fresh. That's where the branding work came in. Together we built the strategy behind The Iceberg Tahoe. A name designed to be memorable, iconic, and deeply tied to the Tahoe experience. A brand story rooted in mystery, discovery, and the idea that there's always more beneath the surface. Because branding is not just about making something look better. It's about creating a story people want to be part of. It's about giving a property an identity that guests remember, talk about, and come back to. It's about positioning a business so that marketing actually works. And the early results are already showing up. Just a few months after launch, The Iceberg Tahoe has already seen strong early revenue and is generating a meaningful percentage of direct bookings. Even more interesting, the branding has created real excitement among investors and stakeholders who now feel emotionally connected to the project they helped bring to life. This episode is a behind-the-scenes look at what happens when branding, strategy, and hospitality vision all come together. If you've ever wondered what it actually takes to reposition a property, launch a boutique hotel, or build a hospitality brand that stands out in a crowded market, this conversation is packed with insight. Let's get into it. Connect with Andrés and The Iceberg Tahoe: @theicebergtahoe Connect with Steph: @theweberco Apply to work with us: theweberco.com

Colin and I just spent two nights at Bolt Farm Treehouse and I'll be honest… I can't turn the hospitality side of my brain off. If you're in the short-term rental or boutique hotel world, you already know their story. It's talked about a lot. But this episode isn't about the hype. It's about what it actually feels like to check in as a guest at a high-end brand everyone admires. What surprised me. What impressed me. What made me pause. Because here's the truth: not everything was perfect. There was a last-minute room switch. An "all-inclusive" experience that wasn't fully inclusive for dietary needs. A few small design and communication hiccups. And yet… it still worked. We still left feeling connected. Rested. Thought about. Why? Because the welcome was strong. The intention was clear. The storytelling was emotional. From the curated in-room upgrades to the cocktail hour experience to the way they invited guests into something bigger than just a place to sleep, there were so many moments that reminded me what hospitality is actually about. In this episode, I break down: ➡️What they did exceptionally well ➡️Where clarity and alignment could have been stronger ➡️What "all-inclusive" really needs to mean ➡️How guest flow impacts shared spaces like wellness areas ➡️Why appealing to all five senses changes everything And the biggest takeaway? Your property does not have to be flawless to be unforgettable. Excellence isn't perfection. It's thoughtfulness. It's alignment. It's making sure the experience you promise is the experience your guest actually walks into. If you're building a micro-resort, refining your STR, or dreaming about something bigger, this one will challenge you in the best way. Let's get into it. Connect with Steph: @theweberco Apply to work with us: theweberco.com

I need you to hear this story. A stay-at-home mom with a traveling husband hit a breaking point with suburban life and said, "If I'm doing this, I might as well be at the beach." Her husband agreed to buying a beach house only if it made financial sense. So she made it work. Ninety days later, they closed on their first short-term rental on the coast of North Carolina. It performed not because she followed a guru or a playbook, but because she designed the experience the way she wanted to vacation. That mom is Beata Lornic, and this episode of Branded & Booked is one of the most grounded conversations I've had about what actually works in short-term rentals. Her early success led to rapid growth, and then the hard stuff hit. Hurricanes destroyed properties. STR bans and neighbor pushback followed. Markets stopped being forgiving. Instead of quitting, she rebuilt, shifted inland, refined her model, and focused on intentional, high-confidence properties that fit her life and risk tolerance. If you take one thing from this episode, let it be this: the hosts who are still winning aren't doing more. They're being more intentional. If you're overwhelmed by the noise or wondering what still works in 2026, this conversation will ground you. Connect with Steph: @theweberco Connect with Beata: theboutiquepm.com

In this episode, I'm talking honestly about wealth, real estate, and the parts of the journey that usually get left out online. The "we went from nothing to millions" stories can make it feel like you're behind, when in reality, a lot of those results were shaped by timing, market conditions, and decisions that can't be duplicated today. Colin and I walk through our actual financial path, from student loan debt and modest incomes to buying and selling homes, paying off debt, and building equity in ways we never could have predicted. I share what worked, what I would do differently, and why I'm much more cautious about short-term rentals in today's market, with more focus now on long-term strategy, boutique hotels, and micro-resorts. We also talk through our upcoming camper life decision and what that really looks like financially. This is all about intentional choices, clear boundaries, and understanding risk. If you've ever questioned your progress or felt behind because of what you see online, this episode is meant to bring perspective, not pressure. Connect with me: 📸 @theweberco 🌐 theweberco.com

In this episode, I'm diving into why personal branding in 2026 is no longer optional, especially if you're in boutique hospitality. If you're building short-term rentals, a co-hosting or property management business, a boutique hotel, or a micro resort, your personal brand is becoming one of the biggest drivers of trust, connection, and bookings. We talk through what a personal brand actually is (and how it's different from your property or business brand), why people connect to people (not logos), and how personal story builds trust long before a booking ever happens. I share real examples from my own journey building The Weber Co. and Cabins on the Cumberland, including how showing up online consistently helped us find partners, grow our audience, and create deeper loyalty with guests. I also break down what I've observed from brands in the hospitality space that are doing this well, why we're in a trust recession, and how human connection is becoming a major differentiator in a crowded market. This episode is for anyone who feels hesitant about showing up online, unsure what to share, or worried about blending personal and business in a way that still feels aligned. If you want to grow bookings, attract the right guests or owners, and build something that lasts beyond algorithms and trends, this conversation will help you rethink how your personal brand fits into the bigger picture. Connect with me: 📸 @theweberco 🌐 theweberco.com

This final episode of Branded and Booked is a year-end reflection on what I outgrew in 2025 and what I'm intentionally carrying into 2026. I talk about finishing a 12-cabin micro-resort and what it really feels like to build something big when the risk is real and personal. I share lessons from growing The Weber Co. and Hosted by the Webers, including getting clearer on alignment, pricing our expertise with confidence, and saying no to opportunities that don't fit. A major theme of this episode is family-first decision making. I share how becoming more present with my kids reshaped my goals, my pace, and even who I look to as role models. I'm still ambitious — but I'm no longer chasing growth that competes with the life we want. I also reflect on what I deprioritized this year, including my health and marriage, and what I'm recommitting to moving forward. This episode is about choosing alignment over comparison, staying rooted in your own definition of success, and giving yourself permission to celebrate how far you've come. If you're closing out the year questioning what still fits and what you're ready to release, this episode will resonate. Connect with me: 📸 @theweberco🌐 theweberco.com

If I were starting over in short-term rentals today, I wouldn't rush into the first deal just to say I owned one — and I definitely wouldn't invest where everyone else is telling you to. In this episode, I'm walking you through our real journey: buying our first STR, building a six-figure co-hosting business, and realizing pretty quickly what wasn't the right long-term play for us. We talk about market selection, cash flow vs. equity, why I'd avoid certain oversaturated markets now, and what I wish I had understood sooner about renovations, contracts, and boundaries. If you're in the "should we buy?" or "what's our next move?" phase — or you're thinking bigger than single-family STRs — this episode will help you slow down and make smarter, more intentional decisions. We cover: The investing choices I'd change if I started over Why market selection matters more than ever Cash flow vs. long-term equity (and how I think about it now) What co-hosting actually looks like behind the scenes Why we're focused on micro resorts and boutique hotels moving forward Connect with me: 📸 @theweberco 🌐 theweberco.com