Jeff Rupp is more than just an insurance agent, he is a guide, a lifelong learner, and a trusted advisor for people in all stages of life. Along with his Insurance license, Jeff holds a bachelor's degree in Business from Barry University in Miami, and an Executive MBA from Jacksonville University. Over his life, some of the notable things Jeff has done include: playing on and coaching for a few semi-pro football teams, establishing a nonprofit charity called Project Wings—aimed to provide education and resources to families with special needs children—and serving in the United States Army.

Prior to beginning his career in the insurance industry, Jeff spent twelve years serving in the U.S. Army. While serving, he spent four years with the prestigious Presidential Honor Guard in Washington D.C., then five years on a recon team with the 25th Infantry Division. He finished his service as a recruiter, where he spent time strengthening his ability to mentor, while helping guide young adults as they began their own journeys.