CHARLIE SHEEN

Fired from his $1.8 million-per-episode gig on Two and a Half Men in 2011, the former Brat Packer became better known for his drug issues, wacky conspiracy theories and claims he was “winning!” The Chicago Tribune called his 2012–2014 series Anger Management “a colossally wasted opportunity” for the 56-year-old, who went on to mostly forgettable guest spots and cameos. This month Charlie, who reportedly owes $5.7 million in taxes from 2015 alone, filed a case in Tax Court, arguing that the IRS abused its discretion when it rejected his settlement offer.