How Troy Daily Scaled to 70+ STRs (and Kept His Sanity)

✅ Own or manage a short-term rental business doing $1M+ in annual revenue?

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In this episode, Jasper sits down with Troy Daily, founder of Elevated Rentals & Hospitality in Traverse City, Michigan. Troy went from managing a handful of short-term rentals with friends in 2017 to overseeing a growing portfolio of 70+ units, and he’s not slowing down anytime soon.

Troy shares what it actually takes to scale a short-term rental business without losing your mind (or your five-star reviews). From outsourcing operations and building a reliable team, to bringing housekeeping in-house and using revenue management to unlock growth—this is a behind-the-scenes look at a fast-growing STR business.

Whether you're running five properties or fifty, this episode is full of takeaways on entrepreneurship, property management, hospitality, and guest experience that will save you time, money, and stress.

⏱ Chapters:

00:00 – Intro to Elevated Homes and Hospitality

00:59 – Troy’s start in STRs (and the early chaos)

03:21 – Revenue management & growth strategies

05:55 – Scaling without sacrificing quality

07:35 – Entrepreneurial background & lessons from other ventures

10:26 – Hiring and managing a strong team

12:26 – Business acquisition strategies + SEO

14:31 – Hard lessons learned scaling fast

16:22 – Operational tips for newer STR hosts

17:41 – Why guest experience still wins

22:15 – Wrap-up & how to connect with Troy

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