’Simply the Best’ Season 3 Teaser | Black Monday | SHOWTIME

They’re simply the best at being the worst. Starring Don Cheadle, Andrew Rannells and Regina Hall. Watch the Season 3 premiere on May 23 at 10/9c on SHOWTIME. #BlackMonday Subscribe to the SHOWTIME YouTube channel: Don’t have SHOWTIME? Order now: Get SHOWTIME merchandise now: Get more SHOWTIME: Follow: Like: Instagram: Website: Travel back to October 19, 1987—aka Black Monday, the worst stock market crash in history. This outrageous comedy series tells the story of how a group of outsiders took on the blue-blood, old-boys club of Wall Street.