The Hotel Investor Playbook

Written by: Michael Russell & Nathan St Cyr
  • Summary

  • Welcome to The Hotel Investor Playbook, hosted by real estate investors and hospitality experts Michael Russell and Nathan St Cyr. As the founders of Malama Capital and Howzit Hostels, Michael and Nathan have a wealth of experience in owning and operating boutique hotels, hostels, and other experiential lodging properties. With over $30 million in real estate investments, including short-term rentals, long-term rentals, commercial retail, and hospitality properties, they bring a unique perspective on how to turn passion-driven investments into financial freedom.

    In this podcast, they share their roadmap for transitioning from traditional real estate investments to boutique hotels, offering listeners the insights and strategies needed to succeed in this niche market. Whether you're looking to learn about identifying the right property, managing operations, or understanding the financial complexities of boutique hotel ownership, The Hotel Investor Playbook has you covered.

    Join Michael and Nathan each week as they document their journey towards building a $400 million real estate-based business and bring you along for the ride. Subscribe now and start turning your real estate investment dreams into reality.



    © 2025 The Hotel Investor Playbook
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Episodes
  • From First Responder to Ground-Up Developer: An Inspiring Journey | Andrew Owlett E19
    Feb 25 2025

    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— with plans to expand into three other states!

    Here’s what you’ll learn:

    🔥 The freedom and challenges of developing from scratch — Why Andrew chose to build rather than buy.

    🔑 Critical first steps — From forming the right team to finding the perfect piece of land.

    📍 Navigating zoning and special permitting — The do’s and don’ts of turning raw land into a thriving resort.

    💡 Game-changing strategies — Including how Andrew funds his projects by acquiring small businesses to generate cash flow.

    Andrew also gets real and personal, sharing how his experience as a first responder inspired him to create a wellness-focused retreat.

    If you’re curious about ground-up development, and wellness resorts, or want to learn how to turn a vision into reality, this episode is a must-listen!

    🔗 Connect with Andrew:

    Instagram: @AndrewOwlett

    👉 Don’t forget to subscribe and leave a review!

    Hotel Investor Playbook — The podcast where we talk stories about how to make money investing in hotels.


    Connect with Mike and Nate:

    Instagram: @the_hotel_investor_playbook
    Website: www.hotelinvestorplaybook.com

    Interested in investing with Mike and Nate? Visit Malama-Capital.com for more information.

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    50 mins
  • How AI is Disrupting Hotels—And Why Small Operators Have the Advantage | Ari Smith E18
    Feb 20 2025

    💡 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 episode of The Hotel Investor Playbook, we sit down with Ari Smith, an AI scientist and futurist, to unpack:

    ✔️ How AI is making boutique hotels more profitable than ever

    ✔️ Where to automate—and where human service is irreplaceable

    ✔️ Why ultra-luxury stays will always demand a human touch

    ✔️ The AI-driven hospitality tech that’s leveling the playing field

    ✔️ How micro-communities could be the future of resilient real estate investing

    Ari is building a 550-acre micro-community in Vermont, integrating AI with nature-driven experiences—AND developing next-gen tech that could change hotel operations forever. If you’re in hospitality or real estate investing, this is an episode you can’t afford to miss.

    📍 Links & Resources:

    •Connect with Ari: Balance Farm | FatRat.ai

    •Follow us for more: The Hotel Investor Playbook

    •Got questions? DM us on Instagram: @the_hotel_investor_playbook

    🎧 Tune in now and get ahead of the curve in AI-driven hotel investing!

    Connect with Mike and Nate:

    Instagram: @the_hotel_investor_playbook
    Website: www.hotelinvestorplaybook.com

    Interested in investing with Mike and Nate? Visit Malama-Capital.com for more information.

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    57 mins
  • Buying, Financing & Operating a Seasonal Boutique Hotel | Ryan Edwards E17
    Feb 11 2025

    🏨 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 strategies that make a seasonal hotel thrive.


    We cover:
    ✅ How he financed his $3.6M hotel deal with 75% bank financing
    ✅ The $100K revenue increase that added $1.4M in value
    ✅ How he built a 100% direct booking strategy (no OTAs!)
    ✅ Staffing challenges & using visa programs for seasonal workers
    ✅ Marketing strategies that fill rooms months in advance

    If you’re considering investing in boutique hotels, seasonal markets, or direct booking strategies, this episode is packed with gold.

    🔗 Connect with Ryan & Learn More:
    👉 Instagram: @FiveGablesInn
    👉 Website: https://fivegablesinn.com/

    Connect with Mike and Nate:

    Instagram: @the_hotel_investor_playbook
    Website: www.hotelinvestorplaybook.com

    Interested in investing with Mike and Nate? Visit Malama-Capital.com for more information.

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    53 mins

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