Of all the country stars that are dressed like Santa Claus in this list, this country singer seems like he'd be most likely to take the job. Except he'd probably be caught drinking while working, and then he might swear at a little boy or tweet a picture of a girl crying and then make fun of her... Aside from that, the Entertainer of the Year is a shoo-in should the real Santa be unable to fulfill his obligations on Dec. 25. Of course, he'd need a designated driver.