Poster art is multi-dimensional. It shows the changing style of art and changing style of products. It shows the change in what a woman wears skiing. In one poster, she's skiing in a dress with one pole, and in the next she's in ski pants.
In my mind, the artist was making fun of Colorado. He's saying, 'You guys couldn't do it, but we can.' Some say the character in the poster is what an Austrian countryman looks like, but no one's going to convince me it's not making fun of Colorado.