Episodes

From Olympic Trials to Losing Millions—And Bouncing Back With a Boutique Hotel Empire In this episode of Hotel Investor Playbook , Mike and Nate are joined by Adam Dailey, a former 5x All-American athlete turned hospitality i...

What happens when two young investors decide to buy a rundown motel, renovate it themselves, and document the entire journey online? For Brett and Casey McManus—creators of the viral Instagram account Innvestors —it led to a ...

Could you really buy a hotel development site in Fisherman’s Wharf, San Francisco—at a fire-sale price—and turn it into a boutique hotel with a projected value over $11 million? That’s the plan today’s guest, Mike Demson, is ...

What if your next hospitality investment didn’t sit on land? In this episode, Mike and Nate sit down with Brian Meyer, founder and CEO of Flow Home—a luxury floating home rental business redefining waterfront living. We explo...

“Do you enjoy paying taxes? Would you like to learn how to keep more of your hard earned money? In this episode of The Hotel Investor Playbook , Mike and Nate sit down with Brian Bigham, Vice President at Madison Specs and al...

Ever dreamt of creating your luxury resort from scratch? In this episode, we’re diving deep into the world of ground-up hospitality development with Andrew Owlett, a visionary building a boutique wellness resort in Virginia— ...

💡 AI is revolutionizing hospitality, but not how you think. The big hotel chains? They’re struggling to adapt. The real advantage? It belongs to small, independent operators who know how to leverage AI the right way. On this ...

Luxury glamping—game-changing investment or overhyped trend? In this episode of The Hotel Investor Playbook, we sit down with Edward Haynes, a specialist in unique stays and experiential lodging, to unpack the massive growth ...

🏨 How do you turn a seasonal boutique hotel into a $2M value-add opportunity? In this episode of The Hotel Investor Playbook, we sit down with Ryan Edwards, owner of a 17-unit boutique hotel in Maine, to break down the real s...

Do you feel like you’re always busy but never really making progress? In this episode of The Hotel Investor Playbook, we explore how to transform your vision into reality by cutting through the noise and focusing on what trul...

What happens when a hotel investment doesn't go as planned? In this candid episode of the Hotel Investor Playbook, we chat with Tanya Rooney about the ups and downs of buying and operating a roadside motel. From discovering h...

What does it take to transform $400,000 into $10 million in hospitality assets while building a brand that wins awards in just a few years? In this special crossover episode, we’re featuring a conversation we had as guests on...

“Is it the best use of your time to manage your hotel yourself? Self-managing may save you money on the surface, but is it costing you time—and potentially even more money—in the long run? In this episode of The Hotel Investo...

Are you ready to take your short-term rental success to the next level? In this episode of The Hotel Investor Playbook , we sit down with Kim Herrlein, an accomplished STR investor who transformed her success into hotel owner...

Are you tired of paying high fees to online travel agencies (OTAs)? Imagine driving 70% of your bookings directly—and keeping more of your revenue. In this episode of The Hotel Investor Playbook , we sit down with Kerri Gibso...

Join Mike and Nate, founders of Malama Capital, as they explore the critical role of a well-defined investment thesis in the hospitality industry. With $30 million in current real estate assets and a goal to build a $400 mill...

Ever wondered what it takes to transform an empty building or raw land into a thriving hotel? In this episode of The Hotel Investor Playbook , we’re diving deep into the real estate development process with architect and deve...

In this episode of the Hotel Investor Playbook, hosts Mike and Nate dive deep into the inspiring journey of Alex Kang, who purchased his first boutique hotel with no prior experience while maintaining a full-time W2 job. Alex...

With over 100,000 hotels in the United States, approximately 70% operate as branded or flagged hotels. But why is that? If you’re considering purchasing a hotel and debating between going independent or affiliating with a rec...

In this episode of the Hotel Investor Playbook, hosts Mike and Nate sit down with Gideon Spencer, the principal of Stonemont Capital, who purchased a $6 million hotel at the age of 32. Gideon shares his journey from starting ...

In this episode of the Hotel Investor Playbook, Michael and Nathan dive into the essential topic of hospitality operations, exploring the less-discussed but crucial aspects that drive a thriving hotel business. The conversati...

In this episode of the Hotel Investor Playbook, Mike and Nate introduce Kassidy Warren, a former corporate executive who transformed his life by diving into the world of short-term rentals and is now purchasing boutique hotel...

In this episode, hosts Michael Russell and Nathan St. Cyr delve into the value of attending mastermind conferences and networking events. They reflect on their recent 10-day tour of educational meetups, discussing key takeawa...

In this episode of the Hotel Investor Playbook, Michael Russell and Nathan St. Cyr share insights into the lucrative world of boutique hotel investments. They recount their journey from real estate investments in single-famil...