Jack and Jill vs the WorldTrailer for the feature film "Jack and Jill vs the World" starring Freddie Prinze Jr. and Taryn Manning. Jack (Prinze Jr.) is a NYC advertising exec with a life as glossy as the ads he spins. Jill (Manning) is new to the city, with nothing to stand on but her fiery personality and romantic ideals. Opposites attract, and together they author their own manifesto of "rules to live by." But Jill betrays Jack by violating rule one - Be Honest.