It seems to boil down to one thing...successful people 'get it!'
One other thing to notice...
The successful person is a female figure and the unsuccessful figure is a male figure.
That seems endemic in society at present, from graphics like this right the way up to furniture ads on TV. The female is seen as capable and organisational and the man justs drifts around doing nothing or just does the wrong thing, sometimes surprised by the actions of the female.
Surely just accidental... ;-)