Episodes

July 29, 2025

Hotel Marketing Decoded: What Every Owner Needs to Know | Anthony Chi…

Is your marketing helping your hotel or just draining your budget? In this episode, we sit down with Anthony Chiaravallo, founder of Vallo Media, who has managed over $100M in ad spend for brands like Nike, Resorts World, and boutique hotels across the country. Whether you're trying to fill beds or…

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July 22, 2025

Syndication Simplified: The Strategy That Builds Generational Wealth …

Ever wondered how people raise millions to buy real estate without using their own money? In this episode, Desiree Doubrox breaks down the world of syndication and how she built an eight-figure fund while empowering hundreds of others to do the same. Whether you're new to investing or ready to rais…

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July 15, 2025

A Masterclass In Experiential Hospitality With The Bolt Farm Treehous…

Instead of chasing bookings, the founders behind Bolt Farm Treehouse create an obsession amongst their guests, and they do it with love at the center of everything. Their hospitality business heals relationships, attracts top...

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July 8, 2025

$187M Hotel Portfolio by Age 30: How to Choose the Right Deals, Brand…

Thinking about buying or operating a hotel, but not sure where to start? Sujay Mehta built a $187M hospitality portfolio by betting on himself, starting lean, and learning through execution. In this episode, he breaks down what most people get wrong about hotel investing and how you can start smart…

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July 1, 2025

Turning Passion into Profit in Rural Hospitality | Dave Cook E38

What does it take to build a successful hospitality business in a small rural town, with no outside investors? Dave Cook, founder of Barn Door Hostel in Rumney, New Hampshire, walks us through his journey from hostel voluntee...

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June 24, 2025

Bootstrapped Hospitality: Scaling Your Hotel Portfolio Without Major …

Today’s guest bought a roadside motel in a town of 900 people and turned it into a thriving hospitality brand. In this episode of the Hotel Investor Playbook , Mike and Nate sit down with Austin Phippen, a 26‑year‑old owner o...

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June 17, 2025

Building a Scalable Outdoor Hospitality Brand Through Franchising | B…

In this episode of the Hotel Investor Playbook, Mike and Nate sit down with Brian Linton, co-founder of Finding Promised Land, Camp Ferncrest, and The Rex Hotel. Brian shares how he transitioned from building a $20M apparel c...

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June 10, 2025

How to Know If Your CPA Is Helping You or Holding You Back | Kelly Ta…

Not sure if your tax advisor is actually optimizing your returns, or just filing forms? In this episode of the Hotel Investor Playbook , we’re joined by Kelly Tate, a CPA with over two decades of experience helping real estat...

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June 3, 2025

Why Hostels Are an Untapped Investment Opportunity in the U.S.

We're proving why hostels are one of the most powerful investment models in real estate. In this episode, Mike and Nate break down exactly why they’re going all-in on hostels, and how they turn underperforming assets into awa...

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May 27, 2025

The Strategic Power of Third-Party Hotel Management | Bryan Fish E33

You don’t need to be an expert in everything to scale in hospitality, just need to align with the right consultants, operators, and partners who’ve done it before. In this episode, we sit down with Brian Fish, CEO of Reliance...

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May 20, 2025

He Managed $320M for a Family Office - Then Walked Away to Build His …

After helping scale a family office real estate portfolio from $3 million to over $320 million, Reilly Brennan walked away from the comfort of a W-2 job to carve his own path in boutique hospitality. In this episode, we sit d...

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May 13, 2025

Small Town, Big Vision: Building a Scalable Wellness Resort Brand | I…

In this episode, we sit down with Ian Joseph, founder of Branch, a luxury micro resort in the hills of West Virginia, to talk about building boutique hospitality with a soul. Ian’s not only creating a set of luxury cabins, he...

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May 6, 2025

The Ultimate Guide To Financing Your Next Hotel Deal | Suraj Desai E30

In this episode of the Hotel Investor Playbook, we sit down with Suraj Desai, a hospitality finance expert who has helped close hundreds of hotel deals, to unpack everything you need to know about financing your next acquisition, renovation, or ground-up development. Suraj breaks down the full capi…

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April 29, 2025

Buying Hotels Is Just the Start: How to Build a Lasting Hospitality B…

In this episode of the Hotel Investor Playbook, we sit down with Keir Weimer, founder of Weekender Hotels, to unpack how he’s building a boutique hospitality brand designed for the long haul. Keir shares how he aligned his bu...

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April 22, 2025

Hotel Investing Insights from the CEO of One of America’s Top Hotel B…

What does it really take to scale from your first hotel acquisition to managing a hospitality portfolio worth tens or even hundreds of millions? In this episode, Michael and Nate sit down with Suraj Bhakta, CEO of NewGen Advi...

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April 19, 2025

Saturday Special: Behind the Curtain at Malama Capital | Mike & Nate …

In this special Saturday edition, we’re flipping the script. No guest today — just Mike and Nate giving you a behind-the-scenes look at what’s going on inside Malama Capital. After a listener reached out asking to hear more a...

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April 15, 2025

How Sky McLean Built a $500M Hotel Brand from Scratch | Sky McLean E26

What do you do when you get fired from your job and get escorted out with a cardboard box? If you’re Sky McLean, you build one of the fastest-growing hospitality brands in Canada. In this episode, we sit down with Sky McLean,...

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April 8, 2025

Glamping for Profit: Low Cost, High Cash Flow, Massive Upside | Zac W…

What if you could double your money in one season with glamping tents? Zac Willms is pulling it off — and building a profitable outdoor brand in the process. In this episode, Mike and Nate talk with Zac Willms, co-owner of a ...

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April 1, 2025

Olympic Discipline, Million-Dollar Loss, and Building a Hospitality P…

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...

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March 25, 2025

From Motel Renovation to 300K Followers: The Innvestors Story | Brett…

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 ...

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March 18, 2025

Ground-Up Boutique Hotel Development in San Francisco - High Risk, Hi…

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 ...

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March 11, 2025

What It Takes to Build a Revolutionary Hospitality Business | Brian M…

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...

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March 4, 2025

Cost Segregation Made Simple: Unlock Massive Tax Savings in Real Esta…

“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...

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Feb. 25, 2025

From First Responder to Ground-Up Developer: An Inspiring Journey | A…

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— ...

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