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 guests

2️⃣ How Roam’s model differs from traditional travel insurance

3️⃣ The tech behind embedding refundable and non-refundable rate options into booking sites

4️⃣ Why smaller operators are leveraging Roam to stabilize revenue and win new owners

5️⃣ How turning cancellations into a strength can improve guest trust and long-term brand growth

If 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-tnsinc

Considering an exit strategy?

Discover how Nocturne Luxury Villas helps vacation rental founders protect their legacy while unlocking new opportunities.

👉 Contact anthonybarrera@nocturneluxuryvillas.com

#vacationrentals #shorttermrentals #cancellationpolicy