Whey Jennings grew up in a family full of country music royalty.  His grandfather, the legendary Waylon Jennings and grandmother Jessi Colter both had major success in the major music charts for decades. Jennings is a "rough around the edges, unpolished singer" with a voice as big as Texas.  He couldn't go pop with a mouth full of crackers! Jennings is the oldest son of his mother Katherine and father Terry Jennings.  Whey has always had a deep love for music since the first time he stepped foot on stage. 

Whey was just a boy when, at one of his grandfather's shows, Jessi Colter left a microphone on a chair backstage after performing "Storms Never Last". Young Whey picked up the microphone and pranced out onto the stage and began singing "Mamma's Don't Let Your Babies Grow Up To Be Cowboys." Whey's grandpa Waylon shouted out: "Hey hold up there Hoss...wait for me!" Waylon went to pickin' and when the song was finished, the crowd went nuts. It was on that day that Whey fell in love with music and as they say... the rest is history.

Waylon Jennings, Whey's grandfather, was a legendary singer, songwriter, and country musician. He was pivotal to the growth in popularity that the outlaw country movement saw throughout the '70s, and even had songs featured on the first platinum country album, "Wanted! The Outlaws" which featured Willie Nelson, Tompall Glaser, and his wife Jessi Colter. 

Jessi Colter, Whey's grandmother, was most well-known for her collaborations with Waylon, and became one of the few women to emerge from the outlaw country movement of the '70s. After meeting Waylon, Colter released her first studio album in 1970, and would go on to sign with Capitol Records and release country-pop hit "I'm Not Lisa".