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Apparently after leaving school he embarked upon the beginning of his life of crime.During a dream somehow shared by Kim and Ron, it was seen that the inspiration to choose a lifestyle of the evil persuasion presented itself much earlier.As a boy, he had listened to a wax recording he found in his mother's attic of his great-great-grandfather, Bartholomew Lipsky, talking about one of his plans.It was a brief clip which he did not fully understand, but nevertheless it led young Drakken to begin constructing destructive mechanisms and torturous devices, and planted the seeds for the malevolently inclined disposition he enjoyed as an adult.
A self-proclaimed mad scientist, Drakken dreamed of world domination, but was constantly thwarted by the efforts of Team Possible.
However, those which Team Possible did not destroy had a tendency to fail on their own, or be otherwise obliterated by a glitch in one of his faulty and less than fully thought out plans.
Drakken repeatedly proved to be especially bad at programming artificial intelligences, which almost always resulted in his robots either turning on him or misbehaving.
When confronted with a serious and irate Ron at the climax of the "Little Diablos" incident, his bravado quickly fled and he complied with Ron's demand to address him by name while cowering in the rain.
After the Lorwardian global invasion, Drakken and Shego appear to have given up villainy while being hailed for their part in helping to save Earth.
The reason for Drakken's blue-toned skin is never revealed.