|Dam||Sweet and Careless|
|Breeder||Gainesway Thoroughbreds Ltd. & Bill Andrade|
|Careless Jewel is a thoroughbred racehorse out of Sweet and Careless by Tapit. She was born around 2006 in the United States, and was bred by Gainesway Thoroughbreds Ltd. & Bill Andrade.|
Delaware Oaks (2009)|
Alabama Stakes (2009)
Cotillion Handicap (2009)
|Horse (Equus ferus caballus)|
Careless Jewel (foaled March 4, 2006 in Kentucky) is an Canadian Thoroughbred racehorse. She is out of the mare, Sweet and Careless, and was sired by Tapit, a son of Pulpit by A.P. Indy by Seattle Slew. Bred by Gainesway Thoroughbreds Ltd.  & Bill Andrade, the filly was sold at the September 2007 Keeneland Yearling Sale for $40,000. Owned by Verne Dubinsky of Alberta, Canada who races under the name Donver Stables, she is trained by Josie Carroll from a base at Woodbine Racetrack in Toronto.  A winner of five races in six starts, Careless Jewel has been highly successful at racing.
Careless Jewel came to prominence on the racing scene in July when she won the Delaware Oaks by over 8 lengths. She followed that with an 11 length victory in the Grade I Alabama Stakes over ten furlongs. She earned her fifth straight victory in the Cotillion Handicap in late September.
Ridden by regular jockey Robert Landry, Careless Jewell was the favorite going into the November 6, 2009 Breeders' Cup Ladies' Classic world championship. However, the filly was uncontrollable and charged to a twenty-length lead but by the time she made the turn for home she was exhausted and faded to last place.