How to Replace a Six-Figure Job with Boutique Hotel Investing | Tim Ensmann E55 episode artwork

EPISODE · Oct 28, 2025 · 50 MIN

How to Replace a Six-Figure Job with Boutique Hotel Investing | Tim Ensmann E55

from The Hotel Investor Playbook

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 multi-million-dollar boutique hotel portfolio in under five years. He reveals the sacrifices, systems, and strategies behind turning a $1.5M property into a $4.5M success story. He then shares how you can follow the same path without losing your sanity.You’ll learn:The real moment he knew he couldn’t stay in corporate anymoreHow he used short-term rentals to bridge the gap from W2 to full-time investorWhat it costs (financially and emotionally) to leave a secure job for entrepreneurshipHow to identify the right first project for your goalsThis is a step-by-step blueprint from someone who’s actually done what so many people dream of.Follow and share the Hotel Investor Playbook so more people can learn how to invest in hospitality assets the right way.About TimTim Ensmann is the founder and managing partner of Boutique Hotel Fund, an investment platform that acquires and repositions boutique hotels across the United States. With a background in corporate sales and strategy, Tim transitioned from tech leadership roles into hospitality investing, where he now helps accredited investors build wealth through experiential real estate. His firm focuses on transforming underperforming properties into design-driven, story-led destinations that deliver both emotional impact and strong financial returns. Through his content and education platforms, Tim is redefining what modern hotel ownership looks like for a new generation of investors.Connect with TimEmail: [email protected]: www.linkedin.com/in/tim-ensmann/Website: boutiquehotelfund.com/Instagram: @tim_ensmann and @boutiquehotelguyConnect with Michael on Instagram or LinkedIn.Email Us at [email protected] the Hotel Investor Playbook InstagramInvest with Malama CapitalSubmit a deal

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 multi-million-dollar boutique hotel portfolio in under five years. He reveals the sacrifices, systems, and strategies behind turning a $1.5M property into a $4.5M success story. He then shares how you can follow the same path without losing your sanity. You’ll learn: The real...

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How to Replace a Six-Figure Job with Boutique Hotel Investing | Tim Ensmann E55

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How long is this episode of The Hotel Investor Playbook?

This episode is 50 minutes long.

When was this The Hotel Investor Playbook episode published?

This episode was published on October 28, 2025.

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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 multi-million-dollar boutique...

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