Lee Ann Womack
Net Worth: $20 million
Venture: CMT Crossroads
When Lee Ann Womack first appeared in the country scene, she was instantly recognized as a modern mix of Dolly Parton and Tammy Wynette. The country singer managed to bring fans back to the older days of female country songs with her musical style being deeply rooted in traditional country. When Ann Womack debuted in 1997, she instantly received fame and acclaim for her music. She is best known for the title song “I Hope You Dance” from her debut album, and has managed to achieve quite a lot with a relatively small discography.
When Ann Womack released, There’s More Where That Came From, her second album, she was quick to find out that the name was exactly the right fit because it performed just as-well or even better than the first. The traditional country singer took a break in 2008 and only returned to the music scene six years later with the album “The Way I’m Livin”, which sold over six million copies in the US. Ann Womack has definitely built a very impressive career with a relatively low amount of work, compared to other country singers, and currently boasts a net worth around $20 million.
Jana Kramer
Net Worth: $2 million
Venture: Dancing with the Stars
While you may know Jana Kramer as one of the stars from the ABC’s American dance competition, Dancing with the Stars, or as a young and successful country singer, she’s the first country artist on our list that started out in entertainment as an actress and only then moved on to singing. While many actors dabble in music and singing, Kramer decided to fully embrace the country path and debuted her musical career in 2012.
So far, the young actress and singer has released two studio albums for her label called “Jana Kramer,” and “Thirty One.” Both albums received very favorable sales and reviews, and have both reached high spots in the charts, with seven singles also reaching the charts. Her two best performing songs to date are “I Got the Boy” and “Why Ya Wanna.” She’s most recognizable as an actress for her role as Alex Dupre in the One Tree Hill TV show and also acted in the low-budget indie horror film, Dead/Undead.
Willie Nelson
Net Worth: $25 million
Venture: Willie’s Reserve
You may recognize Willie Nelson from various films and TV shows. Despite looking like your favorite uncle during the time he rebelled against your aunt and to prove his independence, Nelson has built a substantial following of fans and a net worth of around $25 million. He is actively involved in poetry and activism, mostly focusing on the topic of legalizing the use of Cannabis.
Nelson has also been around for a long time now, and originally signed his first label deal in 1973 with Atlantic Records after growing his fame through folk music. The singer has since changed his tune and focused more on outlaw country music rather than classic American folk, with his most famous album is “Wanted! The Outlaws”. Nelson currently spends his time and wealth on his business which sells marijuana-related products, as-well-as various activism efforts for legalization.
Kip Moore
Net Worth: $4 million
Venture: Slowheart
Many fans of the hip Kip Moore don’t know that the singer never really set out to develop a musical career, and to some extent, stumbled into it. When he was younger, Moore would travel as a backpacking nomad and spend most of his time after college surfing in Hawaii while living in his tiny Hut. In 2004, after what we imagine were some really great days of tanning and working on his beach bod, Moore decided to try his luck at singing and moved to Nashville, where he met the successful producer Brett James, who helped him get a label deal with MCA Nashville.
The surfing singer made his debut in 2012 and his luck just kept going. Moore would go on to receive critical and commercial acclaim for his first album, “Up All Night,” which was the best selling first album of any male country star for both 2012 and 2013, and achieved platinum status by the RIAA shortly after its release. Since then, Moore has released two more albums, “Wild Ones” and “Slowheart”, which both received good amounts of sales and attention, but failed to live up to the levels of success the first album generated. His best singles are, “Young Love,” “Dirt Road,” and “I’m to Blame.”
Sawyer Brown
Net Worth: $9 million
Venture: Beach Street Records
If you've heard of the popular country singer Don King who ruled the '70s and '80s with more than fifteen hit singles in the Billboard charts, you probably remember that he had a band of musicians that toured with him across the US. When the popular singer retired, those musicians chose to stick together and in 1981 they formed Sawyer Brown, the popular country-pop band that was founded by Mark Miller, Gregg "Hobie" Hubbard, Bobby Randall, Joe "Curly" Smyth and and Jim Scholten.
The band’s country, rock and pop musical style was an instant hit. The band was such a success that it still plays in nowadays after nearly four decades together. They first competed in the popular TV competition show "Star Search" and won the grand prize of $100,000 plus a label deal with Capitol Records. The band went on to release eighteen studio albums and had over fifty songs appear in the Hot Country Songs charts. Their most successful songs to date are "Step That Step," "Some Girls Do," and "Thank God For You".