How Beachside VR and Scenic Stays Scaled to 300+ Units
Two top operators share the exact financial workflows and integrations that eliminated growing pains and protected margins at scale
Most STR operators hit the same wall somewhere between 25 and 100 units. Bookings get missed. Revenue leaks. Month-end close drags on for a week and a half. The team spends more time fighting fires than driving growth.
A few operators manage to scale past that wall, and make it look almost effortless.
In this webinar, hear directly from Beachside VR and Scenic Stays, two operators who've scaled successfully, as they walk through the exact systems, workflows, and strategic decisions that eliminated their growing pains. You'll see how they use Guesty and Topkey together to create operational leverage.
They'll cover:
- What breaks first when you scale, and how to get ahead of it
- The systems and workflows they standardized early (and wish they had sooner)
- How they protect owner trust and margins as their portfolio grows
- The role Guesty and Topkey play in creating real operational leverage
If you're ready to scale past 300+ units, this is the conversation you need to hear. Sign up to join live or register to receive the replay.
About the speakers
As the former owner of Anne E. Magdic PA CPA firm, Anne Bollinger focused on Common Interest Realty Associations, providing auditing and tax services for an estimated 75 associations. A licensed Community Association Manager, Anne served as Director of Association Management for ResortQuest for nearly a decade and for over 60 associations in the Florida panhandle, Orlando, Gulf Shores, Alabama, and Orange Beach, Alabama.
Anne is the former President of the Gulf Coast Chapter of Community Associations Institute. She has worked with Condominium and Homeowners Associations since 1998, providing education, networking, resources, and advocacy for community association professionals. She also offers an in-depth understanding of all aspects of unsurpassed property management.
Riley Goldman is the Co-Founder and CEO of Beachside VR, Florida's Space Coast premier short-term rental company, overseeing a portfolio of more than 380 vacation homes and condos. Building the company from the ground up, Riley has grown Beachside VR into a recognized leader in the short-term rental industry, earning a reputation for operational excellence and an uncompromising guest experience. With deep expertise in scaling hospitality businesses and a respected voice in the STR community, Riley is a sought-after thought leader for those looking to understand the future of vacation rental management.
Ella lead the strategy, development, and execution of Guesty's Payments & Accounting products. She drives financial product innovation, enhancing bank transfers, payments, and owner portal financial data.Collaborate cross-functionally with engineering, design, and go-to-market teams to deliver impactful solutions. She partners with key stakeholders to optimize payment flows, reduce friction, and unlock new revenue opportunities.Guide and mentor product managers, fostering a customer-centric, data-driven approach.
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 soon-to-be-born baby daughter.
