EP 222: Short-Term Rental Investing: What I’d Do Differently Now
Release Date: 12/23/2025
Branded & Booked
Influencer marketing is one of the most polarizing topics in the short-term rental industry. Some hosts swear by it. Others say it’s a complete waste of time. In this episode, I’m sharing what influencer marketing has actually looked like for our clients... and the results it’s produced when it’s done strategically. We’re talking about a boutique hotel campaign that generated a 3.7x ROI, and another property that went from zero direct bookings to 45% direct bookings after implementing the right marketing foundations and influencer partnerships. But those results didn’t happen...
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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...
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You don’t have a marketing problem. You have a branding problem. I know that might sound bold, but after dozens of strategy calls with short-term rental owners and boutique hotel founders, I can tell you this with confidence: most marketing issues are actually brand clarity issues. As we head into peak season, so many of you are thinking about ads, influencers, social posts, email campaigns, SEO. And yes, marketing matters. But if the foundation underneath it isn’t solid, none of it will convert the way you want it to. In this episode, I break down the real relationship between branding...
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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...
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Let’s talk about something that feels personal… but is actually wildly strategic. Naming your short-term rental or micro resort sounds fun (and it is!), but more importantly... it’s positioning. It’s perception. It’s your first marketing asset. And I see so many owners starting with the name before they’ve ever gotten clear on their guest, their brand messaging, or the experience they’re actually building. In this episode, I’m walking you through why that’s backwards, and what to do instead. We’re diving into real client stories, including why Freestone Lodge became , how ...
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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...
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The moment a guest opens your door, you’re no longer just a real estate investor, you’re running a hospitality business. In this episode, I’m sitting down with my friend Katie to talk about something a lot of hosts say they care about, but don’t always know how to execute: true hospitality. Katie spent years in global PR and communications for brands like W Hotels, Ritz-Carlton, Le Méridien, and more, and now owns and operates three short-term rentals while co-hosting a fourth. She’s lived on both sides of the industry, and she has a very grounded perspective on what it...
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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,...
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In this episode, I’m breaking down the real ROI of marketing for boutique hotels, micro resorts, and short-term rental owners, and I’m doing it with actual numbers, not fluffy marketing talk. One of the biggest questions I hear from owners is, “What’s my ROI on marketing?” And the truth is, most hospitality businesses are looking at marketing the wrong way. It’s not an expense you justify month to month. It’s an income-producing asset that impacts revenue, margins, and the long-term value of the business you’re building. I walk through a realistic boutique hotel example and...
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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...
info_outlineIf 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:
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The investing choices I’d change if I started over
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Why market selection matters more than ever
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Cash flow vs. long-term equity (and how I think about it now)
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What co-hosting actually looks like behind the scenes
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Why we’re focused on micro resorts and boutique hotels moving forward
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