Frank Reynolds
The gang in It's Always Sunny in Philadelphia have schemed their way through life for our amusement for a number of years. That being said, Frank Reynolds is one of the worst of the bunch. Although he's a successful businessman, Frank has a long history of diabolical manipulations and illegal operations, always trying to get others to do his dirty work for him.
Freddy Rumsen
Once a senior copywriter at Sterling Cooper on Mad Men, Freddy's drinking forces him to take a leave of absence after drunkenly peeing in his pants and passing out before a very important meeting with the Samsonite luggage representatives. His tenure at the company was the only reason he didn't get fired.