Before there was Family Style or Drive-Thru Theater, there was The Payoff. Back in the day, The Hundreds used to shut down Rosewood and throw a HUGE Labor Day block party, inviting all the homies and the homie's homies for a day full of music, food, friends, and extra-curriculars. Ben and Bobby's mindset was: work hard all year looking forward to The Payoff, a day when the whole team could kick back and relax while they celebrate what they had built. The shirt features a graphic that is often mistaked for a Monopoly rip but is actually some royalty-free clip art Bobby found online. There are also a bunch of smaller logos of fellow shops on Fairfax and brands owned by friends of The Hundreds.