This week, web series creator-turned cable TV sensation Issa Rae on her journey from YouTube to HBO, her desire for diversity on television and her hit series Insecure. We'll also hear from comedy impresario Larry Wilmore on his work developing Insecure with Issa Rae and his perspective on diverse new voices in comedy.

With her own unique flare and infectious sense of humor, Issa Rae’s content has garnered over 25 million views and more than 300,000 subscribers on YouTube. In addition to making the Forbes 30 Under 30 list twice and winning awards for her web series The Misadventures of Awkward Black Girl, Issa Rae has worked on web content for Pharrell Williams, Tracey Edmonds and numerous others. She developed a TV series with Shonda Rhimes for ABC and developed the HBO hit series, Insecure with legendary comedian Larry Wilmore. The series has garnered Rae a Golden Globe® nomination for Best Performance by an Actress in Television Series-Musical or Comedy for the second year in a row. The series pilot was written by both Rae and Wilmore and is slated for a third season this year. Screenwriter Pamela Ribbon spoke with Issa Rae at the 22nd Austin Film Festival in 2015.

Clips of the Season 3 trailer courtesy of: 3 Arts Entertainment and Home Box Office (HBO)

Clips of The Misadventures of Awkward Black Girl courtesy of: Issa Rae Productions, Inc.

Rae developed the pilot for Insecure with veteran writer and comedian Larry Wilmore. He started his career as an actor and stand-up comedian before writing and producing on the early nineties classic television shows In Living Color, The Fresh Prince of Bel Air and The Jamie Foxx Show . He co-created The PJ’s with Eddie Murphy, The Bernie Mac Show and was consulting producer and guest star on the American version of The Office. Most recently, Wilmore was the host of Comedy Central’s The Nightly Show with Larry Wilmore. We caught up with Wilmore by phone to discuss his collaborations with Issa Rae and other new voices in comedy.