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.
