The Vacation Rental Show

Why Digital Wallets Are Taking Over Vacation Rentals with Matthew Gurley of Lynnbrook


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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.


This episode is sponsored by Lynnbrook.


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The Vacation Rental Show is handcrafted by our friends over at: fame.so

Previous guests include: Jim DeVos of Best Beach Getaways, Stacy Wesson of Cascara Vacation Rentals, Michael Friedman of The Simple Life Hospitality, Steve Caron of Inhabit, John An of TechTape, Jessica Gillingham of Abode Worldwide, Justin Ford of Breezeway, Mahwussh Alam of One Perfect Stay, Lisa Stinnett of Inhabit, and many more.

Check out the three most downloaded episodes:
  • Vacation Rental Stories: Episode 63 - Driving Innovation and Partnership
  • Homeowners Become Family with Michael Godfrey, Owner of Michael’s Vacation Rentals
  • Life in Maui as a Property Manager with Scott Jordan, Owner of Maui Life Realty

Are you a vacation rental industry leader looking to share your expertise? We're seeking innovative voices to join our conversation about growing and scaling vacation rental businesses.

The Vacation Rental Show reaches thousands of property managers worldwide. We're particularly interested in perspectives on:

  • Scaling your vacation rental portfolio
  • Optimizing guest experiences
  • Revenue management strategies
  • Industry trends and market insights

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