With college applications looming, Scott's parents pressure him to get serious about a career path like engineering or medicine. Desperate for help, he sneaks off to Washington, DC, to seek guidance from a famous professor who specializes in grit, the psychology of success. He never expects an adventure to unfold out of what was supposed to be a one day visit. But that's what Scott gets when he meets Fiora Buchanan, a ballsy college student whose life ambition is to write crossword puzzles. When the bicycle she lends him gets Scott into a high-speed chase, he knows he's in for the ride of his life. Soon, Scott finds himself sneaking into bars, attempting to pick up girls at the National Zoo, and even giving the crossword thing a try - all while opening his eyes to fundamental truths about who he is and who he wants to be.