That's Life (Frank Sinatra cover) by Shawn James.
Shawn James is definitely in my top 3 cover creators here on YouTube, and this song always makes me smile :)
Shawn James is a singer, songwriter and musician from the South Side of Chicago, Illinois; who as far as I can tell lives in Fayetteville, Arkansas (since moving there from Nashville). His publishing company deal is with Raleigh Music Group, and he's signed to Parts + Labor Records, while also having his own label Shawn James Music, and Shawn James Soul Inc.
His full discography can be seen on his wikipedia page at:
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"That's Life", is an American song, which was also originally a cover for Frank Sinatra (although, this Shawn James version most closely resembles Frank Sinatra's version, so it's still accurate to call it a Frank Sinatra cover, since it's also the most famous).
Written by Dean Kay & Kelly Gordon, and first recorded by Marion Montgomery in 1963; it was then covered by O.C. Smith, before Sinatra released his cover in 1966, staying on the charts until 1967 (with Jimmy Bowen as producer, and Ernie Freeman having arranged and conducted).
That's Life has also been covered by Aretha Franklin, The Temptations, James Brown, Van Morrison, Michael Bolton, David Lee Roth, Michael Bublé, among many others.

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