The actor Jeffrey Wright has transformed himself into dozens of characters over the years, from Jean-Michel Basquiat in the movie about the late artist’s life, to a conflicted programmer in “Westworld,” and now a disillusioned novelist in the new movie “American Fiction.” Jeffrey sits down with Tom to talk about his personal connection to his character in the film, his journey into acting, and what it was like to be friends with David Bowie.

Plus, the Canadian actor and singer Jordan Alexander has had a big few years: she's become a model for Fenty, she's one of the stars of HBO’s “Gossip Girl,” and now she’s gearing up to release her debut album. Jordan tells Tom about the heartbreak that inspired her latest single, “Leaving Toronto.”