Winick directed the films Out of the Rain (1991), Tadpole (2002), 13 Going on 30 (2004), and the live-action remake of Charlotte's Web (2006). His final films were Bride Wars and Letters to Juliet. He produced such films as Pieces of April (2003) and November (2004) through his New York City-based independent film production company InDigEnt, founded in 1999.