6. Freddy Rumsen
He has the unusual talent of playing Mozart with his fly, collects Indian arrowheads and is probably the only person to urinate on himself in Mad Men. Yes it is the one the only Freddy Rumsen. Played by Joel Murray, Freddy came into the show in 'Babylon' in series one as a copywriter working on Belle Jolie lipstick account. He is the one that saw the potential in Peggy following the test of the lipsticks on the secretaries. Although being one of the main reasons for Peggy's initial rise from secretary, when Rumsen returns in series four to offend Penny with his old fashioned views. He then is responsible for Peggy eventually leaving SCDP as he heads hunts her and leads her to meet with Ted Chaough.