Well, Earl, I think it looks just fine. Some days I wish I could shave
my head.
If you like it and find it easier to care for then I say go for it! If you decide to let it grow back in you might find that it comes in thicker than it was before. Or a different texture.
Just for the record, I don't think you'd want to look like Kenny Chesney. Garth Brooks or Alan Jackson....okay. But Kenny Chesney.......nope.