"Me carrying a briefcase is like a hotdog wearing earrings"

This quote by Sparky Anderson is a humorous comparison of 2 relatively unassociated products. By comparing himself bring a briefcase to a hotdog using earrings, Anderson is suggesting that the 2 items are incongruous. He is indicating that it is strange and unanticipated for him to be carrying a brief-case, simply as it would be odd and unexpected for a hotdog to be wearing earrings. Anderson is most likely using this contrast to make a joke about his own circumstance, recommending that it is out of the regular for him to be bring a briefcase. This quote is a funny method of expressing Anderson's surprise at his own circumstance.