Dennis played trumpet throughout grade school and high school. As a teen, Dennis became interested in guitar, and played in many garage bands in the Kansas City area. Throughout the 60's, he played many benefit concerts of Country, Bluegrass, and Gospel music. The arrival of the Ozark Mountain Daredevils, in the early seventies, became Dennis' main musical influence. He taught himself the harmonica, by listening to Steve Cash play. In the early eighties, Dennis became interested in songwriting, has written several songs, and publishing some of them. Dennis became a member of a local Kansas City group, "Midnight Drive", in 1985. At that time he gave most of his guitars to his teenage daughter, Rhiannon, who had begun playing at age 11. He then took up keyboards, becoming a utility-man for the group, playing keys, harps, and percussion. The group performed in the 80's and 90's in clubs around the Kansas City area. Midnight Drive broke up in 1996, and Dennis accepted the invitation to join the Roadmasters in early 1998. Dennis is also the Webmaster for the Ozark Mountain Daredevils. Dennis' favorite hobbies include NASCAR racing, song writing, photography, and chasing the Daredevils around. In 2004, Dennis married his soul mate, Deborah. She is the Roadmasters' biggest fan.