Northern born but Southern rocked. Kolby Oakley has a foot in the country music story side and the other in the guitar riffed southern rock world. 

Growing up in a musical household, it was only natural for Oakley to want to command a stage of his own. Both his mother and father were talented musicians, with his mother playing bass guitar and his father singing in modern rock and blues bands. Oakley’s Uncle Craig was also a well known jazz drummer, who played with artists such as The Beach Boys and Bob Hope.

It felt right for Oakley to join in on the music at the young age of 8 by playing drums for his parents modern rock band, Interstate. Kolby later played drums for other bands in various genres of music, while he taught himself to play guitar.

Oakley discovered songwriting after the passing of his Great Grandmother in 2007, which sparked a new creative passion leading him to begin performing acoustic shows at 14 years old. Later on he joined a local country band, Honeystruck and also played in his fathers blues band, Smokehouse Blues. 

After a few years, Oakley decided to pursue his own project, The Kolby Oakley Band, and was performing his own original songs as well as as country/rock covers. Oakley began to see a positive response to his original music, leading him to release his first two singles. Displaying his musical talent, Oakley played multiple instruments on those tracks.

In January 2016, Oakley packed his guitar and moved from upstate New York to Nashville, TN to begin the next chapter of his career. Since moving to Nashville, Oakley has released multiple songs including  "Moonshine Stand", "Front Row Woman" and "NY On My Mind". 

In June 2022, Oakley set out to Tornillo Texas to record at the iconic, Sonic Ranch. The first single, "Better Left Alone" released 10-28-22. He later released “Sober Side of Me” , “Hounds On My Heels” and “HIgh Roller” all recorded at Sonic Ranch.

Oakley has garnered a good response from the country/rock music community leading him to open for various national acts such as 38 Special, Zac Brown Band, Florida Georgia Line, Montgomery Gentry, Easton Corbin, Dylan Scott, Eric Pasley, Keith Urban and Confederate Railroad.