Caleb was born in the summer of 1990 to parents Eric and Carolyn Malooley. He spent the majority of his childhood in Ruby MI, fostering his lifelong love of hunting, fishing and the outdoors. Caleb’s father Eric is a published poet and music enthusiast, his mother Carolyn is a writer and guitarist, so he was steeped in music from a very young age.
At the age of twelve, Caleb was gifted with his very first stringed instrument, a ukulele, while attending the annual Wheatland Music Festival, in Remus MI, which he still attends every year. Caleb soon realized his calling and began to pursue music. At age 15 he graduated from the uke to his first acoustic guitar. Not long after, he and Gypsies band mate Steve Briere met through school, and founded their first group together.
Since that pivotal High School moment, Caleb and Steve have been in several bands together. With genres ranging from bluegrass to jam rock, every evolution and experience helped to shape the sound that is now the Gasoline Gypsies