Team Member

Friendly and ready to help.

Home » About Our Agency » Meet Our Team » Team Member

Dean Caldwell

Dean Caldwell

Licensed Agent

Dean Caldwell is a native of Augusta County, Virginia, He received a BA degree from Alderson-Broaddus College and started his insurance career in 1986 as an adjuster for Virginia Mutual Insurance Company and while employed there, he also served as Western Virginia Marketing Representative and Associate Vice President of Marketing. In 2001 he became Virginia Territory Manager for Penn National Insurance, and in 2004 became an agent for Augusta Insurance Agency. He retired from Bankers Insurance as a producer in April 2018, and is now on the staff of Valley Trust Insurance Group.

In addition to holding insurance licenses, he also obtained a CIC (Certified Insurance Counselor) and has attended many insurance related classes. He presently works with Independent Insurance Agents of Virginia, as an instructor, primarily teaching Continuing Education courses, Ethics and E&O classes.

Dean lives near Middlebrook, Virginia with his wife, Connie. They have two children and two grandchildren. They enjoy their family, music, camping, and vintage cars.

Start Quote Request

Valley Trust Insurance Group is an independent insurance agency made up of exceptional, passionate people focused on protecting you from the unexpected.

Let’s discuss your insurance.

As an independent agency, we offer multiple options at competitive prices.

  • Coverage will not be bound or changed until confirmed by a licensed agent.
  • This field is for validation purposes and should be left unchanged.