Toby Keith: $50 Million

(Photo by Jason Merritt/Getty Images)

Taylor Swift: $45 Million

(Photo by Rick Diamond/Getty Images for ACM)

Brad Paisley: $40 Million

(Photo by Mike Coppola/Getty Images)

Tim McGraw: $35 Million

(Photo by Frazer Harrison/Getty Images)

Rascal Flatts: $34 Million

(Photo by Geoff Burke/Getty Images for NASCAR)

Kenny Chesney: $30 Million

(Photo by Mike Coppola/Getty Images)

George Strait: $24 Million

(Photo by Rick Diamond/Getty Images)

Alan Jackson: $22 Million

(Photo by Alex Wong/Getty Images)

Carrie Underwood: $20 Million

(Photo by Frazer Harrison/Getty Images)

Sugarland: $18 Million

(Photo by Ethan Miller/Getty Images)