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No one....never a top 40 hit in the US titled Valentine
Mariah Carey
Janis Joplin with The Kozmic Blues Band "Raise Your Hand""As Good As You've Been To This World""To Love Somebody""Summertime""Try (Just A Little Bit Harder)""Kozmic Blues""Can't Turn You Loose""Work Me Lord""Piece of My Heart""Ball 'n' Chain
The oldest music recording artist to score a #1 single in the male category was "Hello Dolly" by Louis Armstrong in 1964.He was 63 years old.The oldest recording artist to ever hit the top 40 was George Burns who was 88 years old when "I Wish I Was Eighteen Again" charted.In the female category,Tina Turner was 45 years old when "What's Love Got To Do With It" hit #1 in 1984.This was a record for fifteen years until in 1999,Cher hit #1 with "Believe".Cher was 54 years old.
20 #1's in the US 17 #1's in the UK NOTE - The Beatles album "1" is a compilation of all Beatles songs that made it to Number 1 in either the UK or the USA, a total of 27 tracks.