 At age two, My Dear raced and won in Maryland for H. Rozier Dulany but was sold to G. W. Forman in November of that year.Forman won a race with her but then sold her to trainer Fred Musante who began racing her at age three at Bowie Race Track.The filly went on to an outstanding career, enjoying her greatest successes at Old Woodbine Race Course in Toronto, Canada where since 1941 the My Dear Stakes has been raced in her honor.