Historical clue formulations

• Tracy Chapman hit with the line "I had a feeling I could be someone" (1988) — 2022-10-12
• Speedster — 2019-06-07
• 1988 top 10 hit for Tracy Chapman — 2018-05-13
• Asset in a drag contest — 2013-11-23
• Stereotypical purchase of a guy in midlife crisis — 2012-07-06
• 1988 Tracy Chapman hit — 2008-06-08
• Maserati, e.g. — 2001-03-29