We'll never really know.
I recall reading a couple of years ago an article by Tom Friedman saying he thought only those who flew the planes knew the whole plan.
BTW if memory serves, before someone goes on jihad they have to get their mothers permission.
Sending someone into a market with a remote-controlled bomb attached to the underside of a van and prepping someone for three years in how to wage jihad, then subsequently sending him to the Great Satan, are two different things, IMO.