Song of the Day #4,567: ‘April Come She Will (Demo)’ – Paul Simon

In recent months, I’ve found myself declaring a couple of times that one song or another was officially among my all-time favorites.

That got me interested, during these pandemic times, in creating a definitive playlist of my favorite songs. This is an exercise fraught with peril and subject to repeated second-guessing, but that’s also what makes it fun.

Narrowing such a list to ten songs proved impossible, so I kept at it until I had close to 30, then pared back to 25, which feels like a good number.

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Song of the Day #2,129: ‘Angel Eyes (Live)’ – Frank Sinatra

sinatraAnother honorable mention for my list of favorite songs is ‘Angel Eyes,’ the second track on Frank Sinatra’s classic downer of an album, Frank Sinatra Sings for Only the Lonely.

Given my penchant for the melancholy, it’s no surprise that this is my favorite Frank Sinatra album (or that my second favorite is the break-up concept record Watertown, which I dissected song-by-song a couple of years ago).

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Song of the Day #824: ‘Angel Eyes’ – Frank Sinatra

Top Ten Male Vocalists – #1 – Frank Sinatra

I don’t think there was any other possibility for the #1 spot on my list. Certainly not for a kid who grew up in a house filled with Frank Sinatra’s music.

I know this entry breaks a lot of patterns set up throughout the countdown — he’s of a different era and a different genre than all the rest — but so what? He’s the Chairman of the Board… he’s The Voice. He’s Sinatra.

You really think I can make a list of the best male vocalists and not include him? Forgetaboutit.

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