This week on Tidewater Talk, we sat down with Virginia Beach insurance agent Leslie Schofield to talk about her roots in Coastal Virginia, her family, and the work she’s doing across Hampton Roads. Leslie shared her journey from growing up in Portsmouth to building Tri State MediHealth Solutions and Ashes to Assets Insurance Agency, where she helps families navigate Medicare, life insurance, retirement planning, and veterans’ coverage questions. We also talked about Kiwanis, her passion for serving children in the community, and her perspective on helping people long before they ever need to make an insurance decision.

We also dug into annual Medicare enrollment, what veterans should know about SGLI and VGLI, and why this season can feel overwhelming for people approaching 65 or reviewing their current plans. Beyond insurance, Leslie shared details about One Matters, a nonprofit working to create affordable housing solutions for veterans across Hampton Roads, including shared housing and larger long-term housing projects. We wrapped up with a quick local weather update, a new round of our “Where in Tidewater” clue, and Tidewater tips featuring the Bee and the Biscuit, the Virginia Fall Wine Festival at Town Point Park, the Poquoson Seafood Festival, and fall fun at Hunt Club Farm.