Jason Fraley interviews acclaimed actress, filmmaker and author Issa Rae, who brings her “I Should Be Smarter By Now" book tour to DAR Constitution Hall in Washington D.C. tomorrow night. She also dishes on her prolific career, including “Awkward Black Girl,” “Insecure,” “A Black Lady Sketch Show,” “Spider-Man: Into the Spider-verse,” “The Lovebirds,” “Barbie” and “American Fiction.” (Theme Music: Scott Buckley's "Clarion")