He started his career in the American Wrestling Association as a referee in 1985. In 1986, he formed a tag team called The Nasty Boys with Brian Knobbs and wrestled in the Tennessee territory until they moved to Championship Wrestling from Florida, where they won five Tag Team Titles from 1988 through 1990.
In 1990, they went to the NWA's Jim Crockett Promotions which had been purchased by Ted Turner and would be renamed World Championship Wrestling before they left a few months later. They feuded with Rick and Scott Steiner over the U.S. Tag Team Titles but could not defeat them. In late 1990, they went to the World Wrestling Federation where they were managed by Jimmy Hart and won the World Tag Team Titles from The Hart Foundation before feuding with and losing the titles to the Road Warriors. They turned face in the fall of 1992 to feud with Jimmy Hart's Money Inc. over the tag team titles, but were unable to recapture the gold.
They left the WWF for WCW in 1993 and were quickly placed with manager Missy Hyatt, who led them to the World Tag Team Titles. She left them and they went on to feud with Harlem Heat, The Blue Bloods, and the team of Dick Slater and Bunkhouse Buck.
In 1996, they were tricked by the nWo into thinking they were going to become members but were attacked as soon as they received their shirts. Sags had been injured previously and he had to retire due to this injury.
Sags said in an RF shoot interview that nearly got into a fist fight with Ken Shamrock in the fall of 1997 at an airport. The two had dissension based on an earlier incident in which Sags battered Shamrock.
Sags returned to wrestling in 2001 as a trainer and with Knobbs as The Nasty Boys to wrestle in the short-lived X Wrestling Federation and he retired again after it folded in 2002. Jerry Sags is now living in Tampa, Florida near his friends Brian Knobbs and Hulk Hogan.
Sags returned to action with Knobbs to reform The Nasty Boys, June 16, 2007 at Pro Wrestling Unplugged. On November 20, 2007, Knobbs and Saggs reformed as The Nasty Boys at the SmackDown! tapings from Tampa, Florida to wrestle their first WWE match in years. According to reports, the match was disastrous and the team were accused of unprofessionally working stiff with their opponents, Dave Taylor and Drew McIntyre.