In 2004, Mike Ditka mulled a run for Illinois's vacant senate seat. The prohibitive favorite was state senator Barack Obama, and the Republicans couldn't find someone to go against him. Committee chair George Allen, son of the hall of fame coach, met with Ditka (who described himself as "ultra-ultra-ultra conservative") and urged him to run. Ditka considered it, but eventually declined, citing his busy schedule. It still eats away at him to this day.

As noted by the Atlantic Wire, Ditka spoke at the opening of a North Dakota oil facility last week. (He had "no idea" why he was there. "My secretary sets everything up.") He said not stopping Obama's rise to power remains his greatest regret:

"Biggest mistake I've ever made," Ditka said. "Not that I would have won, but I probably would have and he wouldn't be in the White House."