29. Homer, Ad Exec
"The Man in the Blue Flannel Pants"
Season 23, Episode 7
Homer scores the job of a lifetime as an account executive of the Springfield Nuclear Power Plant. With the job comes a certain manner of dressing, as Don Draper, Roger Sterling, and all their fellow boozy womanizers have taught us in Mad Men. Homer ditches the white polo and dad jeans for the charcoal suits and hats that the ad men of the '60s were famous for.