Toby was born in Clinton, Oklahoma, on July 8, 1961. He fell in love with music when he was 8 years old after his grandma gave him a guitar. He started writing songs as a teenager and played in local bars with his band Easy Money after finishing high school.

After working in oil fields for a while, Toby focused more on his music career. His first album in 1993 was a big success, especially the song “Should’ve Been a Cowboy.”

He met his wife Tricia when he was 20. They got married in 1984 and had three kids together. Toby’s career took off with hits like “How Do You Like Me Now?!”, “Beer for My Horses,” and “I Love This Bar.”

Even though he didn’t win a Grammy, he won many other awards. Toby also started his own record label and was in charge of other country singers.

Toby’s kids grew up with him being famous but weren’t too focused on the music business. He also tried acting and appeared in movies like “Broken Bridges.”

Outside of music and movies, Toby started his own clothing line and a chain of restaurants called “I Love This Bar and Grill.” He also helped create a charity for kids with cancer called Ally’s House.