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Possible Answers:
ITFIGURES.
Last seen on: Daily Boston Globe Crossword Wednesday, 31 May 2023
Random information on the term “I should’ve known”:
Aimee Elizabeth Mann (born September 8, 1960) is an American singer-songwriter. Over the course of four decades, she has released more than a dozen albums as a solo artist and with other musicians. Her work with the producer Jon Brion in the 1990s was influential on American alternative rock, and she is noted for her sardonic and literate lyrics about dark subjects.
Mann was born in Richmond, Virginia, and studied at Berklee College of Music in Boston, Massachusetts. In the 1980s, after playing with the Young Snakes and Ministry, she co-founded the new wave band ‘Til Tuesday and wrote their top-ten single “Voices Carry” (1985). ‘Til Tuesday released three albums and disbanded in 1990 when Mann left to pursue a solo career.
Mann released her first solo album, Whatever, in 1993, followed by I’m With Stupid in 1995. They received positive reviews but low sales, and placed Mann in conflict with her record company, Geffen. Mann achieved wider recognition for her contributions to the soundtrack for the Paul Thomas Anderson film Magnolia (1999), earning nominations for the Academy Award for Best Original Song and the Grammy Award for Best Female Pop Vocal. After Geffen refused to release her third album, Bachelor No. 2, Mann self-released it under her own label, SuperEgo Records, in 2000. It received strong sales and critical acclaim, establishing Mann as a career artist who could work outside the major label system.
I should’ve known on Wikipedia