Nobody can give you the answer, you have to test it and see. Take off a year and do it and you will learn a hell of a lot about yourself. One of the biggest things for me was the thought:
"Great, and what now?" You arrive, you got your dream and see a ****load of stuff you have to do every day or you suffer. Then you start working and working and working, not for a joyfull living but for your naked survival. Living starts after you fixed the survival, thats what I discovered for me at least.
I never tried it but if I would do it again I would try to do it in a alternative group setting, a group of like minded with different educations going together, helping each other working together. Much like these religious folks in the us who only use horse, have no light etc etc I think they are called Amish people. Alone its not possible to survive, as a group of likeminded it should work.
you can read my old Thread, there are some good tips in.
http://www.bushcraftuk.com/forum/showthread.php?t=27431
cheers
Abbe