Episodes

Ever dreamed of quitting your six-figure job to build real wealth through hotels? This episode shows you what it actually takes. Tim Ensmann, founder of the T.C. Hotel Fund, shares how he went from tech sales to owning a mult...

Ever wonder where the money actually goes in a hotel deal? In this episode, Michael Russell breaks down real estate syndications in plain English. How investors and operators really get paid, what fees are fair, and how to structure deals that build long-term trust. Whether you’re looking to raise …

When most people say they want to buy a hotel, it’s just talk. Jacobo Hernandez sold his entire $10M short-term rental portfolio, packed his car, and hit the road for 90 days to find one. He toured 35 hotels, underwrote 2,000 deals, and slept in random motels across the U.S. before discovering a hi…

We’ve all dreamt of quitting our bland corporate jobs to buy a hotel in Costa Rica… well, today’s guest did that. After leaving a private equity career in San Francisco, Bill Graf traded suits for surf towns and founded Onda,...

The hotel industry is changing: costs are rising, AI is here, and investors are getting more selective. This week on the Hotel Investor Playbook, we sat down with Bob Rauch, better known as The Hotel Guru. From starting out as a dishwasher to building and selling a 20-hotel management company, then…

Where is the hotel market headed in 2026, and how can investors succeed in a challenging environment? This week on the Hotel Investor Playbook, we sat down with Jan Freitag, National Director of Hospitality Analytics at CoStar. With over 30 years of experience analyzing hotel performance data, Jan …

The most powerful part of a hotel stay isn’t the design or the amenities, it’s the feeling guests take home. That’s the philosophy of Bashar Wali, one of the most candid and creative voices in hospitality, who's spent 30+ yea...

How do you turn a struggling hotel into a profitable asset? This week on the Hotel Investor Playbook, we sit down with Naveed Khan, co-founder of London Rock Partners, a hotel management and advisory firm that oversees everything from branded hotels like Holiday Inn to boutique independents and eve…

Few people have left a mark on hospitality like Richard Kessler. He started his hospitality career by helping scale Days Inn into a household name as the early CEO Then he founded the Kessler Collection, one of the leading boutique hotel portfolios in the U.S., which ultimately helped launch Marrio…

What if your first hotel deal could be funded almost entirely through Instagram? This week’s guest, Soli Cayetano AKA lattes.and.leases on Instagram, went from barista to building a $13M real estate portfolio in just four years. After exiting her residential investing business, she turned to hospit…

What happens when you buy a piece of land on a hunch and decide to build something that could last a thousand years? This week’s guest, Brandon Gore, has one of the most unique paths into boutique hospitality we’ve ever heard...

Think great marketing is only for big hotels with big budgets? Think again. In this episode, we talk with Steph Weber, a marketing and branding expert who helps boutique hotel and STR owners drive direct bookings. She breaks down how she finds her audience, tells a compelling brand story, and uses …

Think you need a perfect plan to start investing in hospitality? Think again. In this episode, we sit down with Jonathan Mueller, an everyday investor who went from zero experience and a failed multifamily deal to buying a $250K roadside motel and building a growing hospitality portfolio. He didn’t…

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…

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…

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...

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…

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...

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...

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...

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...

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...

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...

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...