ME! I can't win my own contest... besides, I probably have the wrong answer.
A long time ago, in a galaxy far far away, we had a Secretary of the Treasury named William Windom. His great grandson, who was also his namesake, became a noted and well respected actor. William Windom (the actor) played Commadore Matt Decker in the original Star Trek. William Windom the politico is portrayed on the Series 1891 $2 Silver Certificate.
Congrats to Clay, who is the winner of my trivia contest. Thank you to all who entered. It was fun.