At the age of 14, Hensley created the company "Web Pages R Us" with classmate Brad Turner to raise money for them to attend a Tom Petty concert.
Hensley attended ITT Technical Institute college for two years after high school, and began broadcasting music and interviews from his studio apartment while studying.
He also handled artist management and promotion for acts such as Mark Collie, Goose Creek Symphony, Shooter Jennings and Shane Tutmarc.
Costello complied by writing to the nomination committee, sparking a lot of interest for the campaign, while Dylan responded by questioning on-air why Jackson was not a member of the Hall of Fame during his popular radio show broadcast on SiriusXM.
Shortly after her induction, Jackson, her husband Wendell Goodman and Hensley were bouncing around ideas for a new recording project, deciding on an album made up of duets with other artists.