On August 8, 2017, HBO renewed the show for a third season, which premiered on August 12, 2018. Creator Issa Rae (The Misadventures of Awkward Black Girl) stars as Issa Dee, who struggles to navigate the tricky professional and personal terrain of Los Angeles along with her best friend Molly (Yvonne Orji). Created by Issa Rae, Larry Wilmore. Follows the awkward experiences and racy tribulations of a modern-day African-American woman. Issa Rae hosted “Saturday Night Live” for the first time this week, a month after her show “Insecure” earned a wealth of Emmy nominations. The series premiered online on September 23, 2016, via HBO Now and HBO Go, before airing weekly on HBOfrom October 9, 2016. Insecure is an American comedy-drama television series created by Issa Rae and Larry Wilmore, and is partially based on Rae's acclaimed web series Awkward Black Girl. On Sep… On November 14, 2016, HBO renewed the show for a second season which premiered on July 23, 2017. With Issa Rae, Yvonne Orji, Jay Ellis, Natasha Rothwell.