With 30 years of experience in the hospitality industry, Jessica Cottrill knows that insurance is about more than just policies—it’s about making people feel heard and protected. Now specializing in Property & Casualty, Jessica uses her deep-rooted "soft sales" expertise to help clients navigate their needs with ease and transparency.

A native of Maryland and now a Winchester local, Jessica is a dedicated mother of two and an active community leader. When she isn’t serving as the PTO Treasurer or coaching Girls on the Run, she’s likely cheering on the Capitals or getting lost in a good book.

Jessica’s approach is simple: she asks the right questions, listens intently, and won't rest until she finds the perfect solution for your family. She wants to exceed expectations everyday, and ensure her clients feel truly seen and cared for.