First, a little history for people who may not remember Richard Ogilvie (other than being the guy for whom the Metra train station in downtown Chicago is named) or who think Paul Simon is the guy who used to sing with Art Garfunkel.
Richard Ogilvie was a Republican who was elected sheriff of Cook County in 1962 and then County Board President four years later. (A Republican getting elected countywide in Cook County? Yes, it used to happen – a long, long time ago.) Then in 1968, Dick Ogilvie was elected governor.
In 1969, Governor Ogilvie proposed, and the state legislature passed, Illinois’s first income tax.1 The rate was 2.5% on individuals and 4% on corporations2, and it went into effect July 1, 1969. Perhaps not surprisingly, the tax was not popular with at least some voters, and Governor Ogilvie was defeated when he ran for reelection in 1972.3 Still Governor Ogilvie thought it was the right thing to do, so he did it, even though he knew it meant he might not get reelected.
Paul Simon might have been even better. He was a Democrat, and in 1968, he was elected Lieutenant Governor. It was the only time a governor and lieutenant governor of different parties were elected in Illinois. (The Illinois constitution has since been amended to require prevent it from happening again.)