6. Condoleezza Rice
Photo: politico
As a Secretary of State, I assume you don’t have much time for things like dating. So unless you’ve found someone along the way prior to getting into such a prestigious position, the chances of it happening are slim to none at best. Ms. Condoleezza Rice did come close to walking down the aisle back in the 70s when she was engaged to Denver Broncos wide receiver Rick Upchurch. However, the relationship came to an abrupt end before the wedding day came around.