Jaymi Bailey is a retired American soccer player who played professionally in the USL A-League.Bailey grew up in Fruitland Park, Florida. He attended the University of Tampa, playing on the men’s soccer team from 1995 to 1998. In 1998, he spent the summer with the Southwest Florida Manatees of the USISL D-3 Pro League. In 1999, Bailey turned professional with the Hampton Roads Mariners.