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Alex and Annie: The Real Women of Vacation Rentals

How Property Managers Can Offer Flexible Cancellations Without Losing Revenue – with Sasha Lawler of Roam

10 Sep 2025

Description

Send us a message!Flexible cancellation policies are no longer optional in today’s vacation rental market. Guests expect them, OTAs prioritize them, and competitors are already adapting. But for property managers, relaxed policies often feel like a direct threat to revenue and owner trust.In this episode, we talk with Sasha Lawler, CEO and Founder of Roam, about how her company is eliminating that trade-off. Roam’s embedded insurance model allows managers to offer flexible bookings that attract more guests while ensuring income is protected even if cancellations occur.Sasha shares her 15+ year journey in hospitality and vacation rental tech, the conversations with property managers that inspired Roam, and why now is the moment for the industry to catch up with hotels and airlines in offering flexibility.We discuss:1️⃣ Why strict cancellation policies create tension between managers, owners, and guests2️⃣ How Roam’s model differs from traditional travel insurance3️⃣ The tech behind embedding refundable and non-refundable rate options into booking sites4️⃣ Why smaller operators are leveraging Roam to stabilize revenue and win new owners5️⃣ How turning cancellations into a strength can improve guest trust and long-term brand growthIf cancellations have ever kept you up at night, this episode will show you how flexibility can protect (not jeopardize) your revenue.Connect with Sasha:LinkedIn: https://www.linkedin.com/in/sasha-lawler-a4b33677/ Website: https://goroam.io/ ✨ Exclusive Offer to Alex & Annie Listeners:Get free onboarding when you partner with Xplorie! Valid through November 30, 2025.👉 https://hubs.ly/Q03B9lmX0 Free Market Assessment from Track (valued at $400)Get 3–5 actionable insights tailored to your business. Meet one-on-one with an expert to evaluate your market, identify opportunities, and build a winning strategy.👉 https://calendly.com/dstephens-tnsincConsidering an exit strategy? Discover how Nocturne Luxury Villas helps vacation rental founders protect their legacy while unlocking new opportunities.👉 Contact [email protected]#vacationrentals #shorttermrentals #cancellationpolicy

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