Today's guest is Prentice Penny, showrunner for HBO's hit show "Insecure," and host of "Upscale," a new show on TruTV. At just six years old, Prentice's world changed in a single day: he saw "Star Wars" and his parents told him they were getting a divorce. Not only was he inspired by what he saw on screen, but he now needed an outlet to express himself, and turned to creating stories and writing. And really, he has not stopped since. An LA native, Prentice went to the University of Southern California to study film and TV and directed his first film right out of school. After the whirlwind of producing a film at 23, though, Prentice wasn't sure where to turn next, and struggled with trepidation and insecurity. What scared and inspired him the most was the writers' room for a television show, a space he could not gain entry to for nearly a decade. After directing music videos and other smaller projects, Prentice finally became a writer on shows such as "Girlfriends," "Scrubs," "Happy Endings," and "Brooklyn 99" before becoming the showrunner of "Insecure." He now hosts his own show on TruTv, "Upscale with Prentice Penny."