21. Jake Owen: $2.5 Million

The “Barefoot Blue Jean Night” singer, Joshua Ryan “Jake” Owen, was born on August 28, 1981. He signed to RCA Nashville in 2006 and earned his first No. 1 hit on the country charts in 2011.
Image Source: Brunch News
20. Kelsea Ballerini: $3 Million

The now 23 year old signed with Black River Entertainment at only 19. The “Love Me Like You Mean It” singer released her first album in May 2015. Her newest single, “Peter Pan,” is a No. 1 hit on the country charts.
Image Source: Just Jared