Bobby began playing Junior High dances, and in what seemed like just a minute, he was on stage with Zane Williams at TXM in Lindale. He may have tripped and fell off the stage that night, but he landed in his destiny as the young musician of East Texas to be on the lookout for. 

Since jumping into music with both feet, Bobby has had the opportunity to share the stage with his good friend Dylan Wheeler many times. Dylan has made a name for himself on the Texas Country music scene, and Bobby has been taking notes.

Bobby Irwin has also opened for and played with well-known artists such as Jason Boland & The Stragglers, Huser Brothers, Black Top Mojo, Curtis Grimes and The Steel Woods. 

In 2020, Bobby competed against 60 singers and songwriters from all across Texas and Oklahoma in the TXM Records Texana Troubadour Singer and Songwriter Contest. Entering the contest at the last minute, he wrote 14 songs in under two months, letting the words organically flow from a life as a teen in rural East Texas. He went on to win the contest as one of the youngest musicians to ever take the winning guitar home. 

In the span of only two years, Irwin has played at full venues all across East Texas, won the TXM Records Texana Troubadour Singer and Songwriter Contest, took first place at Texas State FFA Talent Contest with People's Choice and Delegates Vote, and most recently won first place at the 2021 National FFA Convention Talent Contest in Indianapolis. 

 In his songs, a mix of soul from Texas Country slams into Southern Rock, creating a new sound that Bobby calls Rockin’ East Texas Country. He took his inspiration from greats like Johnny Cash and weaved it into the vibes of Lynard Skynard and Foo Fighters, creating a music mash-up that attracts the younger country rockers as well as the more mature generation.