Whole Day Down documents the reinvention of Willie Garson and Patrick Breen (two middle-aged actors) as they pursue their mutual passion for art and money by opening a gallery. They must weather the typical challenges of any new business: a demonic receptionist, a fetishistic landlord, an awkward love pentagon, a roster of nihilist artists, and the dawning realization that the entire venture may be the doggie door through which the hounds of hell are unleashed.