Buying your way into the short-term rental industry might sound easier than starting from scratch — but it comes with a whole different set of challenges. In this episode, we sit down with someone who didn’t just start a vacation rental company… he acquired two of them without any industry experience.
Gene Triplett, Owner of Easy Vacation Services & Breathe Easy Rentals, dives into what it really takes to buy and grow an STR business, from finding the right deal to navigating financial risk, team building, and budgeting for seasonal cash flow.
Whether you're a property manager, operator, or real estate investor eyeing the STR space, this episode will give you real-world insights into what happens after the deal closes.
What you’ll learn:
The pros and cons of buying vs. building an STR business
How to source deals and negotiate with brokers
The role of SBA loans and seller financing in acquisitions
Why team-building is more important than doing it all yourself
How to evaluate management contracts and deal structures
Budgeting strategies to survive the off-season
What most new owners underestimate when entering the space
How to protect yourself with earnouts (aka clawbacks)
Ready to grow your STR portfolio the smart way? Start here.
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Dateline NBC
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On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!