Grossman earned a Bachelors Degree in Communications from Emerson College in Boston and a Master's Degree in Urban Affairs from Boston University.

He began his broadcasting career as a rock disc jockey at WHUC, in Hudson, New York. He worked at Boston television station, WBZ; joined The Boston Globe as a special contributor, and then became the television critic and media columnist at The Boston Herald American. His freelance articles have appeared in The New York Times and numerous magazines. He taught journalism and media at Emerson College, Boston University, USC and now Loyola Marymount University's Graduate School of Film and Television.

Grossman helped formulate, program and launch television cable networks including HGTV, Fit TV, National Geographic Channel, and The Africa Channel.

Grossman serves on the Emerson College Board of Trustees and chairs the Academic Affairs Committee. He is also a member of the Boston University Metropolitan College Advisory Board. For four years he was chair of the Government Affairs Committee for the Caucus for Television Producers, Directors & Writers, a Hollywood-based media activist group. He is a member of The International Thriller Writers Association.