WINSTEAD INSURANCE - Key Persons


Andy Parrett

Job Titles:
  • Financial Planner, Life Insurance Agent
  • Life Specialist at Winstead
Andy Parrett is our life specialist at Winstead agency. He has 16 years experience with the Winstead team helping clients in Cecil county with investment planning and life/health insurance needs. Andy helps small business' in the area with group health insurance, key man life insurance, buy sell agreements etc.

Barry Winstead

Job Titles:
  • Insurance Agent
  • Owner
  • Agency Principal
Agency Principal Barry Winstead, LUTCF, began his insurance career in 1980 following in the footsteps of his father, Grayson Winstead. His agency specializes in auto, home, business, life insurance, and great service! He has earned his Life Underwriting Council Fellow (LUTCF) and has completed seven parts of the Chartered Life Underwriters (CLU) professional designations, and has a bachelor of business degree from Salisbury University. Barry is the father of eight children and an active member of the community serving as a deacon at Christ Presbyterian Church of Elkton, Md.

Kathy Maguire

Job Titles:
  • Customer Service Representative

Reagan Fisher

Job Titles:
  • Licensed Insurance Agent
Reagan recently joined Winstead Insurance after working at a local TV station in Raleigh NC for 5 years. Reagan is Barry Winstead's son-in-law and is excited to work with the family business. He's licensed in Property and Casualty.

Rhonda Parrett

Job Titles:
  • Customer Service Representative - Life Insurance Agent

Stephanie Helsel

Job Titles:
  • Office Manager, Licensed Insurance Agent