The breakthrough moment came with his 2005 self-titled debut album, followed by a string of hits and successful albums that consistently debut near the top of charts.

Beyond music, his income streams include endorsements, television appearances, and strategic brand partnerships.

His net worth is estimated around $100 million, built on multi-platinum albums, hit singles, extensive touring, a major catalog sale, and brand endorsements.

In his personal life, he was married to Jessica Ussery from 2001 to 2013 and later wed Brittany Kerr in 2015; he has four children and is active in charity, including raising over $4 million for breast cancer research.

Born February 28, 1977, in Macon, Georgia, he grew up with a musical family and early guitar instruction, and he performed a tribute after the Route 91 Harvest Festival tragedy in 2017.

Touring and live performances have been a major revenue engine, with high-energy arena tours that sustained earnings through the 2010s and 2020s.

He has produced numerous hit singles, such as Dirt Road Anthem, She’s Country, Big Green Tractor, Burnin’ It Down, You Make It Easy, and the chart-topping Don't You Wanna Stay with Kelly Clarkson.

In 2022 he sold about 90% of his recorded music catalog to Spirit Music Group for over $100 million, retaining a 10% stake; Spirit later sold the catalog to BMG in 2025 for roughly $250 million, with no additional payment to him.

His breakthrough followed two label dismissals before signing with Broken Bow Records in 2004, which propelled his rise in the mid-2000s.

Career milestones include Top 10 debut singles, multi-platinum certifications, and CMA/Grammy nominations and wins tied to albums like My Kinda Party.