Evening Jewel was initially purchased at the 2008 Keeneland September Yearling Sale for $8,000 and was privately sold to the Braly Family Trust for $132,500 as a two-year-old.
Said to have a "nice front running fashion", on April 3, 2010 she proved worthy of that year's Kentucky Oaks when she took the Grade I Ashland Stakes.
Beaten by a nose by Blind Luck earlier in the year in the Las Virgenes Stakes, she looked to turn the tables on that rival.
Evening Jewel drew post 11 for the Kentucky Oaks and was installed at 10-to-1 odds in the morning line and ridden by regular jockey Kent Desormeaux.
She suffered her first loss on turf on October 16, 2010, finishing 3rd in the Grade 1 Queen Elizabeth II Challenge Cup Stakes at Keeneland.