Signed by Savoy Records she had her first recording session with the company in September 1951. Although her early singles were commercially unsuccessful, she was invited by Alan Freed to perform at the Moondog Coronation Ball in Cleveland on March 21, 1952. Because of concerns over crowd safety, the concert was shut down by the authorities after the first song, and in the event Dillard did not perform. However, her next record, 'Easy, Easy Baby', reached no. 8 on the Billboard R&B charts in July 1952. She then toured with Oran 'Hot Lips' Page and The Five Keys before the record company paired her with singer H-Bomb Ferguson for a series of duets. She had her biggest hit in mid 1953 with 'Mercy, Mr. Percy', which reached no. 6 on the R&B charts. The song was nationally popular and became her theme song, but she had difficulty following it up. Her next major success and final chart hit came in early 1955 when she recorded 'Johnny Has Gone', a tribute to singer Johnny Ace who had died as a result of an accidentally self-inflicted gunshot - the so-called 'Russian Roulette'. Dillard's recording was one of the most popular of several tributes to Ace and reached no. 6 on the R&B charts. She went on tour again and starred in the first Rock'n'Roll show in New Jersey in May 1955. She left the Savoy label in early 1956 and signed for the RCA subsidiary Groove where she issued several singles including a tribute to James Dean, 'I Miss You Jimmy'. In 1957 she moved from its subsidairy to the mother label RCA Victor. With the producers Jerry Leiber and Mike Stoller she recorded several tracks backed by The Cookies but finally again unsuccessful commercially. She was dropped by the label in early 1958. She went on to record for the Triumph label set up by Herb Abramson of Atlantic Records fame. Then she moved to MGM's subsidairy Club Records. Her last recordings were done in 1961.