Uploaded March 2020 | Updated September 2026, 3 weeks ago

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The SHOWTIME comedy, "Black Monday," takes us back to October 19, 1987, aka Black Monday, the worst stock market crash in Wall Street history. Season two focuses on the aftermath of that crash. As we begin, Dawn (Regina Hall) and Blair (Andrew Rannells) are the bosses now, quickly learning that heavy is the head that wears the crown, especially when that head is constantly looking over its shoulder for Mo (Don Cheadle), who's on the run with Keith (Paul Scheer).

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