Home Article 44 Years 'Grammy Award' Winning American Music Artist Gretchen Wilsons Mother Of One Daughter; Had Two Affairs

44 Years 'Grammy Award' Winning American Music Artist Gretchen Wilsons Mother Of One Daughter; Had Two Affairs

Updated On 10 Jun, 2018 Published On 10 Jun, 2018
44 Years 'Grammy Award' Winning American Music Artist Gretchen Wilsons Mother Of One Daughter; Had Two Affairs

44 years old Grammy-winning music artist is currently single and enjoying a happy life with her daughter Grace Francis. She was in a relationship with Larry Rolens and Mike Penner.

The country music sensation Gretchen Wilson is well-known for her single 'Redneck Woman' that earned her Grammy Award in 2004. The beautiful singer took a break from her singing for few years and focused on raising her daughter. She made her comeback into the music scene in 2013.

She has dedicated her life to the country pop music and her music has a soul of its own. Gretchen's songs managed to stay on the top of Billboard charts for a good amount of time. She was in a brief marital relationship with Larry Rolens; and dated Mike Penner. Let's read further to know more about her relationship, music career, and her current status quo.

Is Musician Gretchen Wilson Currently Single Or Dating?  

Gretchen Wilson is an American country music artist known for her single like 'Redneck Woman' and five music albums. She was also the first breakthrough country music artist to have her single peak at number 1 position in Billboard pop charts. Aside from her music career, Gretchen also dabs in activism, charities, and philanthropy.

Gretchen Wilson photographed during an event
Source: Earn The Necklace

As per the sources, Gretchen Wilson is currently single. She is focussed on reviving her career. She hasn't revealed why she had to take hiatus from her music career for few years. But, it is speculated that she was busy taking care of her daughter. She doesn't like to talk much about her personal life and relationship.

Gretchen doesn't seem to use social media much. She has uploaded only two posts on her Instagram, but she is occasionally active on Facebook. She uses her Facebook to connect with her fans, share updates on her music career, networking with other industry professionals and posts about her company Redneck records. 

Gretchen Wilson during Grammy Award Show
Source: Country Fan Cast

She was in a brief marital relationship with Larry Rolens. It is speculated that she was married in the early 1990s. She hasn't shared many details about it. Not a single photograph of Larry and Gretchen seem to exist in the cyberspace. But, it is strongly believed that Larry was a guitarist for the indie band 'Bay Wolfe.' 

Gretchen Wilson with her boyfriend Mike Penner
Source: Pinterest

Few months after ending her marriage with Larry; Gretchen met Mike Penner. Both Mike and Gretchen were drawn towards each other in their first meeting. She hasn't revealed exactly when and how she met Mike for the first time.

It is believed that she met Penner during an event in Nashville. At the time of their first interaction; Mike was one of the owners of Bourbon Street Bar in Nashville and Gretchen was busy with her music career. 

They didn't know each other very well but started their relationship. Both Gretchen and Mike worked on their professional career; and continued dating on the sideline. They took time out of their busy schedules to meet and communicate.

Gretchen Wilson and her daughter Grace pose for the photograph
Source: Zimbio

During the course of their relationship, Gretchen gave birth to her only daughter Grace on November 9, 2000. The pair didn't marry officially but; raised a kid together. Gretchen named her daughter Grace Francis Wilson. 

In an interview, Gretchen revealed that birth of her daughter Gracie was both the highest and the lowest point of her life. Grace was conceived on the very night that her grandma had passed away. 


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Despite not marrying, Gretchen and Mike decided to raise Grace together until their eventual separation in 2005. They had mutually agreed to give the best life possible to little Grace. Mike worked extra hard in his bar and Gretchen focused on taking care of Grace. For six months, Gretchen didn't work on her music career. 

Details of Gretchen Wilson's Music Career And Present Status Quo

Gretchen Wilson started her music career singing in a local bar in Pocahontas, Illinois. In search of fame, fortune and career, she moved to Nashville at the age of 22 in 1996. At that time, she had only $500 in her pocket. She worked as a bartender to make ends meet. She sang for demo tapes, auditioned for singing with music producers and knocked the doors of record labels.

Her fateful meeting with John Rich helped her land spot in music troupe Muzik Mafia. The band was also referred to as Big and Rich Band. She worked hard for the band as well as was motivated by her bandmates to audition for the top record labels at that time. 

Impressed with her singing prowess and potentiality to make it bigger in the American music scene, the Epic Records signed her in 2003. She released her debut single 'Redneck Woman' in 2004. 

Gretchen graces the cover of her second album 'Here For The Party'
Source: Amazon

In her singing career, Gretchen released five albums; all of which were well-received by the audiences and critics alike. Gretchen's music albums opened the avenue for other women music artists to show their talents and hone their skills. 

Currently, she is actively working as a music producer, singer, activist, songwriter, and entrepreneur. As per her official website, she has 9 full music albums and 10 top 10 Billboard songs; under her kitty. She actively supports the charities for children, adult education, and the fight against obesity.

Gretchen Wilson: Quick Facts

Source: Great American Courtesy
  • Born as Gretchen Frances Wilson to 16 years old single mother on June 26, 1973.
  • She was born in Pocahontas, Illinois.
  • Moved to Nashville in 1996 in search of fame, name, and career.
  • Left high school after ninth grade.
  • Her father walked away from family when she was just two years old.
  • She was raised by her single mother in a trailer park in Illinois; in extreme poverty.
  • Worked as a bartender at Big O's bar in Illinois to make ends meet.
  • In 2006, she published her memoir titled “Redneck Woman: Stories From My Life.
  • She wrote her song “Redneck Woman,” with John Rich; in which she celebrates her humble background.
  • At the age of 34, she earned her G.E.D. and the experience prompted her to become an advocate for adult-education funding.
  • She is a big fan of the St. Louis Cardinals.
  • Named her tour bus “Bus 27”—; which is her lucky number.
  • Her net worth is estimated to be around $ 4 million.

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