He is most known for his placing a mule, named "Boston Curtis", on the ballot for Republican precinct committeeman for Milton.
[2] In 1938, Simmons entered Curtis into the election for the post of Republican precinct committeeman for Milton.
[5] On Halloween 1939, he hired a group of teenagers as special policemen for the night.
Twenty teenagers from nearby Fife invaded Milton and challenged them to a fight.
Later, he and his family moved to Bonney Lake, where he helped the city incorporate and became its first mayor.