08/06/2026
Legends Spotlight: Personal Ensign
By WinningStride
Every Stride Tells a Story
Some champions are remembered for greatness.
Personal Ensign is remembered for perfection.
Foaled on April 27, 1984, Personal Ensign was a daughter of Private Account out of Grecian Banner, by Hoist the Flag. Bred and owned by Ogden Phipps, trained by Shug McGaughey, and ridden by Randy Romero, she became one of the most remarkable mares in racing history.
But her story almost ended before it truly began.
As a 2-year-old, Personal Ensign fractured her left hind pastern. Surgery was required, and five screws were inserted into her leg. For many horses, that kind of setback could have ended everything.
Personal Ensign came back.
And she never lost.
She retired with a perfect record of 13 starts and 13 wins, earning $1,679,880. Her final race became the one that defined her.
The 1988 Breeders Cup Distaff at Churchill Downs.
On a muddy track, Kentucky Derby winner Winning Colors looked ready to steal the race. Personal Ensign seemed beaten in the stretch, but she kept coming. Stride by stride, she closed the gap and caught Winning Colors at the wire by a nose.
Her undefeated record survived.
That victory helped secure 1988 Horse of the Year and Champion Older Mare honors, and she entered the Hall of Fame in 1993.
But her legacy did not stop with perfection on the track.
As a broodmare, Personal Ensign became a foundation mare. She was named 1996 Kentucky Broodmare of the Year and produced important runners including My Flag, Miner’s Mark, and Our Emblem.
Then the family kept making history.
Personal Ensign won the 1988 Breeders Cup Distaff.
Her daughter My Flag won the 1995 Breeders Cup Juvenile Fillies.
Her granddaughter Storm Flag Flying won the 2002 Breeders Cup Juvenile Fillies.
Three generations. Three Breeders Cup winners.
And in 2004, Storm Flag Flying added another incredible layer when she won the Personal Ensign Handicap, a race named after her own granddam.
That is what makes Personal Ensign different.
She was perfect as a racehorse.
Then she became the foundation of a family that kept winning at the highest level.
Do you consider Personal Ensign the greatest undefeated mare in racing history?