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May 28, 2025 47 mins

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In this week’s episode, we're joined by Matt Gurley, Director of Sales and Partner Integrations at the Lynnbrook Group, for a deep dive into the payment side of vacation rentals that most property managers overlook until it’s too late.

From fraud prevention to faster checkouts to smarter cash flow tools, Matt breaks down how Lynnbrook is simplifying payment processing and helping operators keep more of what they earn. With a career that started in the OTA integration trenches and evolved into leading-edge fintech, Matt brings a unique perspective on why vacation rental companies need more than just a generic payment provider.

If you've ever dealt with chargebacks, payout delays, or struggled with reconciling your books, this one’s for you.

Key Topics Discussed:

1️⃣ Why payment processing is more than just a backend task in vacation rentals

2️⃣ Common blind spots property managers face when it comes to fraud and chargebacks

3️⃣ How modern checkout options like Apple Pay, Pay Later, and Venmo are shaping guest expectations

4️⃣ What property managers can do to protect profits and streamline payouts

5️⃣ The importance of industry-specific tools for high-risk booking scenarios

6️⃣ Lessons learned from OTAs, hurricanes, and helping PMs stay financially stable

7️⃣ What operators should ask when choosing a payment partner

8️⃣ The real cost of ignoring risk and compliance

Connect with Matt:
LinkedIn: https://www.linkedin.com/in/matthew-gurley-74688592/
Website: https://www.lynnbrookgroup.com/ 

Mention "Alex & Annie" when you sign up with Boom to get 50% off your onboarding fee and 1 month FREE: ⁠⁠⁠https://www.boomnow.com/⁠⁠

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#vacationrentals #shorttermrentals #paymentprocessing

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