Our Team

Winters-Oliver Core Values


We build trust by operating in an honest and direct manner.


We remain informed, educated, and prepared to efficiently serve our clients in an ever-changing world.


We provide a client experience that exceeds expectations by being proactive and efficient.

Meet the Team

Ben Winters, CIC

Agency Principal & Commercial Lines Risk Advisor

(804) 417-9247

Sherwood Bowditch

Agency Principal & Commercial Lines Risk Advisor

(804) 417-9248

Andrew Farrar

Commercial Lines Risk Advisor

(804) 417-9245

Jennifer Naquin

Employee Benefits Account Manager

(804) 522-1326

Chase Barnett

Commercial Lines Risk Advisor

(804) 351-5091

Yvonne Ryan

Director of Service & Operations

(804) 417-9241

Austin Glover

Marketing & Accounting

(804) 417-9244

Mary Ann Sisson, CIC

Commercial Lines Account Manager

(804) 417-9243

Abby Parks, CISR

Commercial Lines CSR

(804) 997-4019

Catie Allen

Commercial Lines CSR

(804) 417-9242

Joy Hubner, ACSR, PLCS

Personal Lines Account Manager

(804) 417-9240