Jeffrey hails from western Massachusetts. He frequented the Massachusetts Museum of Modern Art in North Adams throughout his adolescence. In his teens, Jeffrey was the co-chairmen of a teen coffeehouse series, called the Grooove. He graduated with a degree from the department of Visual Media Arts at Emerson College in 2010. He focused his studies on Writing for Film and TV, Photography, and Video. Previously, the Williamstown Theatre Festival and the Boston Symphony Orchestra have employed his customer service skills, but it was here at the Boston Philharmonic where he got his first opportunity to flex his artistic muscles with photos, video presentations, and a new blog, The Brassy Chaperone.