Jerry Jeff Walker
Net Worth: $200,000
Venture: Mr. Bojangles
With over 5 decades of experience in the music industry, you can definitely say that Jerry Jeff Walker has been around the block. In fact, he has been circled the block many, many times and still keeps going. Jeff Walker, also known as Gypsy Songman, is a country and outlaw-country singer that comes from a family of musicians that goes back to his grandparents. He is currently 77 years old and still tours around the US.
Jeff Walker has been producing music consistently over the past 5 decades, with 38 albums attributed to his name. His best known single to date is the song “Mr. Bojangles.” The song has since been recorded by many other artists including the Nitty Gritty Dirt Band in 1970. Walker claims he was inspired to write the song while serving time in jail for public intoxication. He met a man who referred to himself as “Mr. Bojangles” which was the source for the single’s title.
Carrie Underwood
Net Worth: $65 million
Venture: CALIA by Carrie Underwood
When we first heard Carrie Underwood perform as a young and aspiring artist in a popular music reality show American Idol, it was clear from the start that she was going to be causing some huge vibrations in the music world. This is exactly what happened, as the Oklahoma-born singer ended up becoming one of the most successful artists from her state. Underwood would go on to win American Idol, three Grammy awards and build her brand as a highly acclaimed musical artist.
Underwood’s musical ventures and business enterprises helped her secure a serious $65 million in personal net worth. Outside of music, she is also the founder and principal investor in her clothing line, CALIA, which provides sportswear for athletes that are based on her Oklahoma roots.
The Dixie Chicks
Net Worth: $40 million
Venture: Someday
This trio of country singers is the fantasy of every country music lover out there. Together, Martie Maguire, Emily Erwin, and Natalie Maines have more combined musical talent and beauty points than we know what to do with. After almost two decades of the trio’s relatively quiet and eager waiting from fans, the Dixie Chicks are finally working on their fourth studio album, Someday, which will undoubtedly be a bestseller.
The three singers first started touring together in Dallas and have found popularity with the country crowded with their unique set of voices and talents. Despite their short time together and very long hiatus, the trio’s best hit singles “There’s Your Trouble,” and “Wide Open Spaces” helped them received three Grammy awards over the years and sell millions of albums over the years. The moral of the lesson is, if you’re going to take a two-decades-long hiatus, make sure you do it after creating a raving fan base that’s going to keep consuming your material and eagerly waiting for your return.
Trace Adkins
Net Worth: $19 million
Venture: SiriusXM
With an incredible record of highly successful songs and a terrific acting and radio hosting career, Trace Adkins has secured himself a spot in every Country aficionado's Greatest Hits compilation. The Louisiana-born singer and guitarist reached the peak of his fame towards the late ‘90s and early ‘2000s. In that period of time, he managed to release eleven highly acclaimed and popular albums that helped him reach a net worth of almost $20 million.
If you’re interested in listening to Adkins host on the radio, you can catch him at the SiriusXM radio station. Amongst his best albums are his 1996 debut album, Dreamin’ Out Loud and second album, Songs About Me, which became a two-times platinum and sold over two million copies. His best singles that have also attained popularity among Country fans are “No Thinkin’ Thing,” “Ladies Love Country Boys,” and “You’re Gonna Miss This.”
Pat Green
Net Worth: $3 million
Venture: Dancehall Dreamin’
Pat Green has been reinventing himself and his musical style for as long as he’s been in the music industry. The Texas-born singer began his musical career in 1995 and since then has recorded seven studio albums and had fifteen singles appear on the country charts. Although Green’s career had a lot of ups and downs over the years with mostly downs, he’s recently managed to break through into commercial in 2015 after two decades of work.
His 2015 breakthrough album is entitled Home and managed to snag the number-five spot on the album charts. Previous records have been less successful, with his second-best commercial success being the song “Wave on Wave” which performed better in the charts than all his other singles. His album of the same name also reached the most popularity and acclaim since and has received a gold certification. Green has worked with two labels so far, Republic Records and BNA, and is worth an estimated $3 million.