Staff WriterForbes list for the second year in a row. He may have to step up his game to keep his position next year, though. Crossover Country/Pop princess Taylor Swift, who trailed Keith by $10 million last year, is now hot on his spurs in second place this year with $64 million. Kenny Chesney, Jason Aldean, and Luke Bryan took home the third, fourth, and fifth positions with earnings of $44 million, $37 million, and $34 million respectively. Now that's a whole lot of beer money, Yee-Haw! Keep Up With PopWrapped On The Web!