After college, Jacob moved to Los Angeles to pursue screenwriting. He and a partner would end up completing over twenty screenplays. They were represented by one Hollywood's premiere management companies: Madhouse Entertainment. Jacob's experiences in Hollywood were filled with promise, but alas, only a few projects made it into development. One was a remake of an old Jerry Lewis film, THE ERRAND BOY, with director Gary Fleder attached. The other was a screenplay adaption of Jacob's own (co-written) novel, JENNY GREEN'S KILLER JUNIOR YEAR, though the screenplay version changed the JUNIOR (in high school) to FRESHMAN (in college).