Connie Wilson[2] as she was known played and won her first tournament at the Mid-Kent Championships in Maidstone, Kent against Alice Greene in 1901.

[3] Later that year she won the East of England Championships held in Felixstowe defeating Hilda Lane in the final.

[5] During the 1903 lawn tennis season she won five singles titles including the Welsh Championships in Penarth[6] against Winifred Longhurst.

[8] She finished the season by winning the South of England Championships title at Eastbourne defeating Dorothea Douglass in straight sets for the second time.

[10] In 1904 Wilson won five singles events that year, in Penarth she retained her Welsh Championships title,[11] beating Maude Garfit in the final.

At the 1905 Wimbledon Championships she advanced to the All Comers final where she pushed the great American player May Sutton and reigning U.S. National Champion[18] in two tightly fought sets.

In 1907 she competed at Wimbledon Championships where she reach the All Comers final for the second time but was beaten by US international May Sutton in straight sets.