How Beachball Properties & Life in Paradise Run Clean Financial Ops Across 1,000+ Units
See how two short-term rental operators managing 1,000+ rentals streamlined their financial workflows, slashed month-end close time, and built the systems that actually scale.
Running clean financial operations across 1,000+ short-term rentals is hard. But Beachball Properties and Life in Paradise are doing it successfully, and they're sharing exactly how.
Kristina Binion and Jennifer Giordano are pulling back the curtain on the workflows, decisions, and hard-won lessons behind their clean financial operations at scale.
You'll walk away knowing:
- What to put in place first to get your financial operations under control.
- The mistakes they made so you don't have to.
- How to get your team to actually adopt new workflows.
- What breaks as you scale and how to get ahead of it.
- What to automate, what to keep human, and what's next.
If you're ready to start running a clean operation, this one's for you.
About the speakers
Jennifer Giordano serves as Vice President of Business Administration at Life In Paradise, where she plays a key role in keeping operations running smoothly behind the scenes. With a passion for organization and a commitment to excellence, Jennifer brings both strategic thinking and a personal touch to everything she does.
As our accountant, Kristina keeps the back office running like a well-oiled machine. Kristina handles accounts payable, receivables, payroll, invoicing, and benefit onboarding for the entire team—including insurance, retirement plans, and more. She’s also the right-hand woman to our CEO, Hunter Harrelson, serving as his Executive Assistant and making sure nothing falls through the cracks. But beyond the spreadsheets, she’s also known as “Mama of the BEACHBALLERS”—the one who always knows what’s needed, when it’s needed, and where to find it.
Kyle Holmes brings over 15 years of experience in service and hospitality, with a career spanning luxury hospitality, vacation rental operations, and technology. He spent time at Marriott in multiple guest‑facing roles, including serving as a golf professional, and also brings firsthand restaurant industry experience, giving him a well‑rounded understanding of high‑touch service environments. As a former vacation rental manager, Kyle understands the operational complexities of the industry from the ground up. During his years at Streamline Vacation Rental Software, he has applied that experience to sales engineering, consulting, and relationship‑driven growth, helping property managers align their operational needs with the right technology solutions while maintaining a strong focus on guest and owner experience.
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.
