Bert Cooper - Jeremy Jacobs
As one of the founders of the original Sterling Cooper ad agency, Bert Cooper has seen it all throughout the years, in both his personal and working life. A shrewd businessman, Bert will sometimes compromise his morals and good-nature for the betterment of his company.
Bruins owner Jeremy Jacobs is pretty shrewd himself, drawing the ire of the NHL Players’ Association for his comments about and role in the recent lockout. While some may see him as a bully, like Cooper, he’s just doing what he thinks is best for his team and the league.