Historical clue formulations

• Only person in the arts ever to be named Time's Person of the Year — 2025-03-17
• *Singer with the most American Music Awards of all time (29) — 2020-02-02
• The Flash's favorite singer? — 2017-10-08
• Singer/songwriter whose name anagrams to ART OF SLY WIT — 2015-03-14
• Country singer with the 2012 #1 hit "We Are Never Ever Getting Back Together" — 2013-02-25
• 2009 Grammy winner for "Fearless" — 2012-08-25
• Country-pop star with the 2008 six-time platinum album "Fearless" — 2011-05-02