Prine is one of America’s greatest singer-songwriters. If don’t know his music, start with his first album, John Prine.
I think his second album, Diamonds in the Rough is much better musically – less country backup, more folk music with great performers like Steve Goodman and David Bromberg. However, the songs are not as good except for “Everybody”, a humorous song about meeting Jesus.
He has made many other albums and they are worth searching out.
I have seen him perform about three or four times. My favorite was a show with Steve Goodman in the late 1970s where they each performed solo with an acoustic guitar. For an encore, they did about five Hank Williams songs together. I still recall that they did “Setting’ the Woods on Fire” which was not one of his best known songs then.