Oscar and Grammy Winner, John Legend

John Legend. (Photo by Danny Moloshok/Invision for the Television Academy/AP Images)

John Legend. (Photo by Danny Moloshok/Invision for the Television Academy/AP Images)

It always seems like John Legend is working on something new, and his latest role is executive producer of “Southside with You”, detailing the story behind President Barack Obama, and Michelle (Robinson) Obama’s first date. Dean and John also talked about new music on the horizon, his WGN America show, “Underground”, and what it’s like being a first time dad.