Originally Posted by globetrotter
yeah, he talked about the pacific theatre, and duck served in the pacific as well (marine, IIRC)
Season 1's Red In the Face episode where Sterling hits on Betty at their home was when he was talking about shooting down Japanese planes from his ship and his whole interpretation the war was about petrol. I reckon he has to be older than JFK because he thought he was a boy during the JFK/Nixon election.
From the former lover of his in Season 3 (the horse meat episode), he was one of those Americans who wandered Europe in the years leading up to WWII doing eclectic things like boxing and ended up working at Sterling Cooper until he entered service after he was blamed for losing the C something horse farm account. I absolutely wouldn't be surprised if his father ordered him to do most of this.
In the preview for the finale, Draper drops by someone's place unexpectedly and the door behind him is brown, which isn't Peggy's (green) or Joan's door (pink). So perhaps Peggy doesn't make an appearance and we'll have to see if he keeps his season 3 finale promise that he'd spend the rest of his life trying to hire her back.