Homer J. Simpson (May 12, 1957 - )
Lt. Governor of Illinois (1995-1999)
Mayor of Springfield (1999)
Illinois State Representative (1999-2003) appointed
Springfield City Councilman (2003-2005)
Springfield County Comissioner (2005-2007)
Member of Springfield School District (2007)
U.S. Representative (2007-2009)
President of the United States (2009-2017)
Personally, I would make Homer the Mayor of Springfield from 1995-1999, Springfield County Commissioner from 1999-2002, Lt Governor of Illinois from 2003-2009, Governor from 2009-2015 and then POTUS from 2017-2025. But that is my opinion.
While we're at it, let's elect Bart to Congress in 2014.