The first-ever pro-tax romantic comedy, Love & Taxes tells the story of a legal secretary (Josh) who has gone seven uneventful years without filing his tax returns. But when his boss, a prominent tax attorney, demands that he get back into "The System," Josh rapidly falls down a rabbit hole of ever-deepening tax miseries. His instinct, honed over a lifetime of being a slacker, would be to simply be to "drop out" of the The System again—but as it happens, he's fallen in love with Sara, a neurotically shy but charmingly impulsive public-school teacher; and when Sara gets pregnant with Josh's child, she demands that (a) they get married by the time the baby is born, and (b) Josh solve his increasingly terrible tax problem before they get married. Faced with this ultimatum, Josh must confront the source of his antipathy towards, "The Man": a countercultural childhood in which his parents seemed to teach him that the responsibilities of citizenship (like paying taxes) were an impediment to love and intimacy. Now, however, he begins to realize that in order to be a loving husband and father (and citizen), he must embrace those communal responsibilities—that, for him, love and taxes are inextricably bound together.