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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.
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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