She was born in Aberdeen Mississippi on July 25, 1912. When her family moved to Gary, Indiana, she began to play tennis and won the Gary City Championship at age 25. She learned to play golf from her husband, Leroy “Percy” Gregory.

In 1950, the year she began to compete in tournaments, she won six of them. She traveled to compete in events overseas, and in 1956 she became the first black woman to compete in a national championship (conducted by the USGA). It would be seven years before Althea Gibson would become the first black to play on the LPGA tour and nine years before Renee Powell of Canton Ohio (the only African American female Class A member of the PGA of America – this is her family) would begin her professional career as the second of three black women to play on the LPGA tour.

In 1989, at the age of 76, Ann Gregory beat all of the other players over 50 to win the gold medal  at the U.S. Senior Olympics. She would die the following year, with over 300 victories worldwide.