Sasha Lawler

Sasha Lawler is the Founder & CEO of Roam, the first cancellation insurance platform purpose-built for the vacation rental industry.

Sasha brings over 15 years of experience in hospitality and vacation rental tech. Sasha started on the front lines—booking stays and managing reservations for a major hospitality brand in Colorado. She then transitioned to tech as the VP of Sales for Bluetent, a start-up digital marketing and website company and was promoted to the VP of Sales for InhabitIQ post acquisition, leading go-to-market strategy for the top 13 leading property management software, payments and insurance companies in VR.

After leading sales teams for Multifamily SAAS platforms, Sasha saw a massive gap: the industry’s outdated approach to travel protection didn’t match how modern travelers book, cancel, and expect flexibility. Combining startup grit with enterprise expertise, she launched Roam to flip the script on traditional travel insurance.

Instead of insuring the traveler, Roam protects property managers’ booking revenue from guest cancellations—empowering managers to offer simple and flexible policies that drive more bookings without risking revenue or owner trust. The result? Happier guests, loyal owners, stronger margins, and a competitive edge in a volatile market.

She lives in Bend, Oregon, with her husband, five-year-old son, a vintage 1984 camper, and an unshakable loyalty to Duke’s mayonnaise.