With the help of various extrovert mentors, Jessica sets up a series of personal challenges (talk to strangers, perform stand-up comedy, host a dinner party, travel alone, make friends on the road, and much, much worse) to explore whether living like an extrovert can teach her lessons that might improve the quality of her life. Chronicling the author's hilarious and painful year of misadventures, this book explores what happens when one introvert fights her natural tendencies, takes the plunge, and tries (and sometimes fails) to be a little bit braver.