Fleet Indian's dam Hulstleeta was sired by Afleet, the 1987 Canadian Horse of the Year.
[3] She was again sold at the beginning of 2006 in the Keeneland January Horses of All Ages Sale, being bought by Paul H. Saylor for a price tag of $290,000.
Fleet Indian was originally trained by James "Jimmy" Toner, later being transferred to Todd Pletcher's barn in 2006, during championship season.
She made her first start at Aqueduct Racetrack on April 9, 2004, in a maiden race, which she won in a hand-ride by over 8 lengths.
Fleet Indian finished a disappointing fifth in the race behind Yearly Report, Ashado, Stellar Jayne, and winner Society Selection.
After the allowance, she made her final start of 2004 in the Iroquois Handicap, an ungraded black-type race at Belmont Park, finishing fourth.
She greatly improved on her recent poor races next-out when she won an allowance, this time at Belmont Park.
Now trained by Todd Pletcher, Fleet Indian entered the Gr.III Next Move Handicap, one of the favorites in the small field of four.
Once again the 2–5 favorite for the race, Fleet Indian broke cleanly from the gate, and led the field early on.
[11] Fleet Indian won her first Gr.I race, the Personal Ensign, next out, winning by 4 lengths, again in gate-to-wire fashion.
[12] Fleet Indian looked to keep her seven-race winning streak going when she contested the Gr.I Beldame Stakes, a final prep for the Breeders' Cup Distaff.
Unlike most of her other races, Fleet Indian was confronted down the stretch by familiar foe Balletto, and the two dueled to the wire.
[13] Fleet Indian was made the co-favorite for the 2006 Breeders' Cup Distaff, alongside Pine Island.
[14] After the race, which was won by Beldame Stakes third-place finisher Round Pond, it was discovered that Fleet Indian had suffered a lateral colyndar fracture.
Fleet Indian had surgery at Dr. Larry Bramlage's Rood & Riddle Equine Hospital in Lexington, Kentucky, and survived her injuries.
[16] Fleet Indian was named the 2006 American Champion Older Dirt Female Horse for her racing efforts in 2006.
[17] Fleet Indian was offered at the 2007 Keeneland November Breeding Stock Sale in foal with a colt by Storm Cat.