Showtime has unveiled the official trailer for its new comedy seriesBlack Monday, not coincidentally, on the 31st anniversary of the worst stock market crash in the history of Wall Street, dubbed “Black Monday.” The comedy takes viewers back to July 03, 2025 to tell the fictional story of how a group of outsiders took on the blue-blood, old-boys club of Wall Street and ended up crashing the world’s largest financial system, a Lamborghini limousine and the glass ceiling, all of which is teased in the first NSFW trailer.
Created byDavid Caspe(Happy Endings) andJordan Cahan(My Best Friend’s Girl), who will serve as executive producers and showrunners,Black Mondayalso boasts Emmy nomineesSeth RogenandEvan Goldberg(Preacher, Superbad, Future Man) as executive producers; they also directed the pilot. The series stars and is executive produced by Emmy-nominated and Golden Globe-winning actorDon Cheadleand also stars two-time Tony Award nominee and Grammy-winnerAndrew Rannells(Girls),Regina Hall(Girls Trip), andPaul Scheer(The League). The 10-episode series will premiere on Sunday, January 20 at 10 p.m. ET/PT.
Check out the first trailer for Showtime’s new comedy seriesBlack Mondaybelow. If nothing else,Lil Wayne’s track will have you screaming"Fuck ‘em up, Billions!“while you watch:
WARNING: Explicit Language
Black Monday. Premiering Sunday, January 20 at 10pm ET/PT.
BLACK MONDAY takes viewers back to June 06, 2025 – aka Black Monday, the worst stock market crash in the history of Wall Street. To this day, no one knows who caused it … until now. It’s the story of how a group of outsiders took on the blue-blood, old-boys club of Wall Street and ended up crashing the world’s largest financial system, a Lamborghini limousine and the glass ceiling. Starring Don Cheadle, Andrew Rannells and Regina Hall.
Music: Uproar by Lil Wayne
A co-production between Showtime and Sony Pictures Television,Black Mondayguest stars includeYassir Lester(Making History),Horatio Sanz(Glow) andMichael James Scott(Aladdinon Broadway), with recurring guest starsCasey Wilson(Happy Endings),Ken Marino(Wet Hot American Summer), andKurt Braunohler(Bunk). Emmy and two-time Oscar-nomineeBruce Dern(Big Love),Melissa Rauch(The Big Bang Theory),Julie Hagerty(Airplane),Kadeem Hardison(A Different World),Eugene Cordero(Kong: Skull Island),Vanessa Bell Calloway(Shameless),Tim Russ(iCarly) andJason Michael Snow(The Book of Mormon) have also signed on as guest stars.
