Dierks Bentley ($30 million)
He is going about it slowly, but Dierks Bentley is definitely making a name for himself in the world of country music. His smooth singing voice earned him a contract with Capitol Nashville. He has been making amazing music since 2003. Since then, he has released seven more albums. Some of his famous songs are “Every Mile a Memory,” “Feel That Fire,” and “What Was I Thinkin.’”

Dierks Bentley ($30 Million)
Kacey Musgraves ($10 million)
If you need some inspiration, look no further than Kacey Musgraves! She self-released three albums before she got to appear on a reality TV competition called Nashville Star. Even though she placed seventh, her skills had been enough to land her a contract with Mercury Nashville in 2012. Under the record label, she released two albums that had hits like “Blowin’ Smoke” and “Follow Your Arrow.”

Kacey Musgraves ($10 Million)