Commemorative stamps of future Presidents, 5

Jared Fogle famously lost a lot of weight and would parade his old pants around as a prop at paid speaking events. He wrote a book to help people and later went to federal prison for being a pedophile, where he presently resides.

The current US President also wrote a book to help people and, if you believe accounts of his behavior backstage at beauty pageants, also has an unhealthy attraction to young women. If the Manhattan D.A. has his say, the President could one day land in federal prison as well.