Caleb is a graduate of Flagler College where he was a standout soccer player and earned his degree in Business Administration with a minor in Marketing. Cooper has been a licensed Realtor since 2005 when he worked for Coldwell Banker in the Gainesville market.

In addition to his real estate career, Caleb is the co-founder of a 501(c)(3) non-profit organization called Peace Passers, Inc. which has distributed over 10,000 soccer related items to underprivileged youth in 132 countries worldwide. In 2009, as part of this initiative, Cooper drove 6,000 miles from Florida to Nicaragua while distributing 300 soccer balls, 100 pairs of shoes, 500 pairs of socks and 20 sets of team uniforms to people in need throughout Central America. During his travels, he provided instructional soccer clinics for kids in El Salvador, Guatemala, and Nicaragua and hosted the 1st and 2nd annual beach soccer tournaments for kids in San Juan Del Sur, Nicaragua.

Caleb and his wife Liz currently reside in St. Augustine Beach and have recently welcomed their first baby boy, Cullen, to the family.