Why Digital Wallets Are Taking Over Vacation Rentals with Matthew Gurley of Lynnbrook
September 30, 2025
In this episode of The Vacation Rental Show, host Lynell Gordon sits down with Matthew Gurley, Director of Sales and Partner Integrations at Lynnbrook, to explore the revolution happening in vacation rental payment processing. With over a decade of experience in vacation rental fintech, including roles at BookingPal and now Lynnbrook, Matthew reveals how payment technologies are fundamentally transforming the industry. From the shift toward digital wallets capturing 68% of transactions by 2026 to automation that saves two full accounting salaries annually, this conversation provides a roadmap for property managers navigating the transition from traditional credit card processing to integrated fintech solutions while eliminating fraud and streamlining operations.
This episode is sponsored by Lynnbrook.
In this episode of The Vacation Rental Show, host Lynell Gordon speaks with Matthew Gurley, Director of Sales and Partner Integrations at Lynnbrook, about the fundamental shifts in payment processing technology required as vacation rental companies evolve and scale their operations.
What you'll learn:
- How digital wallets (Apple Pay, PayPal, Venmo) now capture 60% of transactions, growing to 68% by 2026
- Why integrated digital wallet payments show zero fraudulent transactions compared to traditional cards
- The automation technology that saves property managers two full accounting salaries annually
- Essential payment integration with PMS systems for seamless reconciliation
- The dangerous 60-day e-check rule that protects against fraudulent bookings
- Why payment processors don't consider funds "yours" until after guest check-in
- The risk management differences between vacation rental-focused and general processors
- How to pay 400 homeowners in 5 minutes with modern payment automation
- The coming "pay by bank" technology that combines e-check savings with instant verification
- Why processor selection matters beyond just transaction fees during mass cancellation events
Matthew Gurley brings over a decade of vacation rental and fintech experience, having worked at BookingPal before joining Lynnbrook. Currently serving as Director of Sales and Partner Integrations, he combines deep technical knowledge with practical understanding of property management operations. His expertise spans payment gateway technology, fraud prevention, risk management, and the critical accounting integrations that make or break operational efficiency for vacation rental companies processing everything from 50 to 5,000+ bookings annually.
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