Funny or Die's Billy on the Street

Comic Billy Eichner transitions his man-on-the-street-style interviews that first became popular via the Funny or Die website to TV, roaming the sidewalks of New York and asking pedestrians outrageous pop-culture trivia questions. A correct answer could win the passersby money, even if it's just $1. The real payoff for viewers comes in watching Eichner's frenzied irreverence -- an act he honed as a member of the comedy troupe the Upright Citizens Brigade -- clash with hardened New Yorkers, many of whom gleefully play along.