Born in County Waterford, Ireland in 1966, Eddie was raised in a family involved with horses. His father had field hunters and he grew up going to Point to Points on the weekends with him. His uncle, John Kenneally, was a jockey who rode in all the major Steeplechase races including the Aintree Grand National. His brother, Johnny Kenneally, operates Erinvale Thoroughbreds, one of the largest breeders and consignors in Australia. Eddie came to the United States in 1987 to work with sales yearlings at Pegasus Stud. He eventually went to work as an exercise rider for George (Rusty) Arnold at Keeneland in Lexington and Payson Park in Florida. He later worked as an assistant trainer for Tom Skiffington and then Niall O'Callaghan before becoming private trainer for Jack Kent Cooke's Elmendorf Farm. Eddie opened Kenneally Racing, a public stable in 1997.
In the beginning of Eddie’s career as a public trainer, his stable was based in Kentucky, Illinois and Louisiana. In 2004, Eddie began taking his horses to South Florida for the Winter. He is currently based at Keeneland and Churchill Downs in Kentucky, Palm Meadows in Boynton Beach, Florida and he also keeps a string in New York year round with barns at Belmont and Saratoga.
Eddie captured the biggest win of his career in 2007 when Kelly's Landing scored in the $2 million Dubai Golden Shaheen under Frankie Dettori. In June of ’05, Kelly's Landing had broken the six-furlong track record at Churchill Downs, running the distance in 1:07.59. Bushfire, an other stable star, retired in 2007.
Bushfire was an important part of Kenneally's career because "I picked her out for a modest price at a sale and she has gone on to be a top filly." Bushfire was purchased privately after she was listed as not sold on a final bid of $37,000 at the 2004 Fasig-Tipton Kentucky October yearling sale. The filly was a finalist for an Eclipse Award as champion 3-year-old filly in 2006 after three Grade 1 victories in the Ashland, Acorn and Mother Goose.
Kenneally has had many other Graded Stakes winners over the years, but another highlight was his first trip to the Kentucky Derby with Giant’s Causway colt, Santiva. Santiva won the Kentucky Jockey Club at Churchill Downs and finished Second in the Risen Star Stakes to earn a coveted spot in the Derby. Santiva ran a great race and was nosed for 6th in the 137th running.