How Host My Home Built a Profitable STR Operation
Real lessons from operators who've been there.
Running a short-term rental business is harder than it looks.
Sierra Alderman built a STR businesses that turns a profit, and she's joining Topkey and Hospitable to share exactly how she got there, the revenue streams her team was slow to add, and the mistakes they won't make twice.
You'll walk away knowing:
- How the best operators build a tech stack that actually works.
- Where most operators are leaving money on the table and how to fix it.
- What the biggest financial mistakes look like in practice and how to avoid them.
If you manage short-term rentals and want an honest look at what it really takes, this one's for you.
About the speakers
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Sierra Alderman is the founder of Host My Home, a short-term rental management company operating 85+ properties across multiple markets. She leads the team with a focus on delivering five-star experiences for both owners and guests.
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As Head of Marketing at Hospitable, Miles leads the growth strategy for a platform that automates 90% of short-term rental guest communication and manages over $5 billion in host revenue annually. His focus is on building a multi-channel engine that connects hosts and property managers with the AI-driven tools they need to scale without burnout. Unlike most SaaS leaders, Miles operates in a customer-funded environment - meaning Hospitable's roadmap is driven by our community, not VCs.
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Darren Carter is the Head of Strategic Partnerships at Topkey, the leading platform for helping property managers automate their finances. Before joining Topkey, he spent over 13 years at various technology companies, specializing in fintech and startups, including founding and selling his own company in 2020. He lives in Boulder, CO, with his wife, puppy, and baby daughter.
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