How Host My Home and LakeLyne Stopped $10K+ in Monthly Cash Leakage

The cash leakage conversation every vacation rental operator needs to hear.

Thursday June 18, 2026
Zoom

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Running a short-term rental business without tracking where your money is going is like driving with no dashboard. Host My Home and LakeLyne learned that the hard way, and they're sharing exactly how they fixed it.

Sierra Alderman and Adam Anderson are pulling back the curtain on the workflows, decisions, and hard-won lessons behind building a finanical OS that stops $10K+ in monthly cash leakage across their portfolios. And the team at Hospitable is joining to share how your PMS data plays a role in getting your finances under control.

You'll walk away knowing:

  • Where cash leakage is actually hiding in your STR business.
  • How to get full visibility into every property without adding more tools or headcount.
  • What to put in place so your team stops making costly financial mistakes.
  • How to build owner trust through clean, accurate expense reporting.
  • How to make month-end close a breeze instead of a week-long headache.

If you're tired of not knowing where your money is going, this one's for you.

About the speakers

Sierra Alderman
Host My Home, Founder & CEO

Sierra Alderman built Host My Home from the ground up. She leads with vision and passion, guiding the team to deliver five-star experiences for both property owners and guests across multiple markets.

Adam Anderson
LakeLyne, General Manager

Adam Anderson has extensive experience in high-end hospitality with an emphasis on Property Management and Residential Services. After working many years in a fast-paced, luxury environment, he believes it is the connections and relationships you make with clients, guests and co-workers that truly outshine other facets of hospitality.

Miles Hobson
Hospitable, Head of Marketing

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.

Darren Carter
Topkey, Head of Strategic Partnerships

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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