The Ringer's Bill Simmons is joined by actor Don Cheadle to discuss some of his iconic films, including 'Boogie Nights,' 'Out of Sight,' 'Crash,' and 'Hotel Rwanda,' playing Sammy Davis Jr. in HBO's 'The Rat Pack,' Black actors and storytellers in Hollywood, working on TV and films during the pandemic, his Showtime series 'Black Monday,' and more (6:00). Then Bill talks with actor Rob Lowe about joining the podcast world with his new podcast, ‘Literally! With Rob Lowe,’ Hollywood in the 1980s, the Brat Pack, some of his films including 'The Outsiders,' 'St. Elmo's Fire,' 'About Last Night,' 'Tommy Boy,' and more. Rob also shares stories from his time following the Showtime Lakers (59:35).