Grossman studied at the University of California at Los Angeles (1984-1987) matriculating in psychology and business and the University of California at Santa Cruz (1988-1990) attaining a Bachelor of Arts degree in Philosophy. During law school, Grossman worked as a substitute high school teacher and as a vest-pocket coin dealer. Grossman attained a Juris Doctor degree from the University of La Verne College of Law in 1998 and was admitted to the California State Bar in November, 1998.