Based on the Academy Award winning film, it refers to choosing an incredibly stupid option when clearly a better one exists ie. choosing to teach oil drillers to become astronauts rather than simply teaching astronauts how to drill.
Bobby chose to dine and ditch rather than paying the bill, Pulling an Armageddon in the process. He is now referred to as "Bitch Bobby" by his cellmate in Grenville Penitentiary.