Charlie Sheen -- Halfway to $150 Million Payday

Charlie Sheen has officially made it halfway to the biggest payday of his life ... $150 million from "Anger Management" ... and no one really thought he'd make it this far.

Charlie just wrapped his 50th episode of the show ... a milestone in the broadcast world ... because once "Anger Management" hits 100 episodes, it's eligible for syndication.

Syndication -- where a show is packaged and sold off to TV stations around the world -- is where the big bucks are ... and we're told Charlie stands to earn at LEAST $150 million if a syndication deal goes through. It took Charlie nearly 3 times as long to earn the equivalent sum -- $150 mil -- for "Two and a Half Men."

Here's the rub. The 100th episode of "Anger Management" is set to film in October, 2014. That gives Charlie well over a year to do that thing he does ... which can sometimes derail a show. But, so far, so good.