Why Choose Us
Work directly with two of Hampton Roads’ most experienced benefits professionals
Local. Experienced. Accountable.
Wellness Connections was founded in Virginia Beach by two business veterans who have spent their careers in insurance, finance, and benefits — and who answer their own phones. When you work with us, you work directly with the people whose names are on the door.
Chris Caldwell
Three decades building and leading successful insurance agencies.
Chris built and sold multiple independent insurance agencies over a 25-year career, each representing 50 or more carriers and writing millions in premium. He came out of retirement for one reason: after seeing the need firsthand, he wanted to help organizations take a proactive — rather than reactive — approach to their people’s health. He also serves veterans and the disabled as a dealer of all-terrain Action Trackchairs across five states.
Stacey Bennis
45 years of executive leadership in finance & insurance.
Stacey rose from title clerk to General Sales Manager and Executive Director roles at major Hampton Roads dealer groups, leading high-volume finance & insurance departments into the top 5% in the country and earning a reputation local companies still seek out today. Now a licensed Life, Annuities & Health professional, she brings that same drive to helping families and businesses get better health and wellness options — because she has lived why it matters.