Montgomery Gentry
Net Worth: $10 million
Venture: 20 Years of Hits
The mix of Eddie Montgomery and Troy Gentry has to go down as one of the most iconic and brilliant ideas in history. The two country stars, Eddie Montgomery and Troy Gentry decided to kick things together and formed a classic duo in 1991. They decided to give up fancy names and simply call it Montgomery Gentry. The successful country-rock band gathered a small audience that combined the influence of both singers and also collaborated with other artists like the Allman Brothers and Charlie Daniels. Their success led to a combined net worth of roughly $10 million.
The band was signed with Columbia Nashville and released six albums during a decade starting from the late ‘90s. The country duo was quite successful and managed to release twenty different singles that have appeared in the country charts. In 2007, the band was hit by a sudden tragedy when Troy Gentry was involved in a fatal helicopter crash. Despite Gentry’s tragic death, Eddie Montgomery still tours under the name of the band to this day.
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.
Ronnie Milsap
Net Worth: $14 million
Venture: WB4KCG
What happens if you combine Elvis Presley, Elton John, and Johnny Cash into a musical country genius? You need to look no further than the legendary crossover country artist, Ronnie Milsap, who was both a lyrical country genius and a virtuous pianist. Milsap has amassed a multi-millionaire net worth through sales of his incredible mix of soul and country to create iconic hits such as “Stranger in My House” and “Smoky Mountain Rain.”
The 75-year-old artist was inducted into the Country Music Hall of Fame in 2014 and received six Grammy Awards throughout his five-and-a-half decades of music. He was also the recipient of numerous awards and recognitions such as Male Vocalist of the Year, Album of the Year, Entertainer of the Year and Best Male Country Vocal Performance. Milsap was a musical prodigy of his time, which resulted in thirty-five hits that reached number one in the charts. Outside of his musical career, Milsap is an amateur radio operator and his call sign is WB4KCG.
Trisha Yearwood
Net Worth: $40 million
Venture: Trisha’s Southern Kitchen
Trisha Yearwood is one of our generation’s most talented entertainers and managed to exercise her influence in many of today’s mainstream outlets and topics. Beyond her successful career as a country singer and songwriter, Yearwood is also a popular celebrity chef, actress, author, TV personality and continues to dabble in many other ventures. With a net worth of $40 million and a huge following of fans that love watching her whether she’s singing or cooking, Yearwood has built herself one amazing set of skills that she commercializes perfectly.
The Georgia-born entertainer started out her journey to fame and fortune in the music industry with her debut song, “She’s in Love with a Boy,” which rocked the charts and became the number-one hit of the time, eventually selling over two million copies. Yearwood then used that fame to launch her career in many other successful directions. She has also written a cookbook with her mother and sister that contains various recipes that her family enjoyed cooking and eating during her childhood. Today Yearwood hosts her TV show, Trisha’s Southern Kitchen.
Darryl Worley
Net Worth: $1.3 million
Venture: Darryl Worley Home Furnishings
The sweet Darryl Worley is a singer-songwriter and guitarist. With five successful albums and twenty-two singles, he has managed to build quite a successful musical career. His songs "Awful, Beautiful Life,” "I Miss My Friend," and "Have You Forgotten?" have all reached the number-one spot in the United States charts. He’s a very generous and charitable fellow and annually hosts a charity event called the "Tennessee River Run” and also founded the Darryl Worley Cancer Treatment Center in his hometown of Savannah, Tennessee.
Worley is a very popular stud and posed nude for the 2007 July issue of Playgirl magazine. His singles reached the number-one spot for three years straight in 2002, 2003 and 2004, and have been consistently successful ever since. Worley is also the owner of a vegan restaurant in Dothan, Alabama and and used to own a boutique furniture store in Enterprise, Alabama. The singer was signed to various labels over the years, including DreamWorks and R&J Records (previously known as Stroudavarious Records.