In reply to the_one_jim: A cursory glance at the job-market will show you that pay, security and progression is not something found in abundance.
However, I know a fair few freelancers who have it made i.e. they freelance and have their partner/wife to support them and thus also have somewhere to call 'home'.
See if you can find a seasonal job at a centre within a reasonable distance (you could commute or do a bit of living at home, bit of living at the centre to suit). Once you have sufficient experience and a couple of tickets you can go freelance.
I also know someone who's nearly got their MIA and has never worked at a centre full-time. He's built up all the required experience on the side whilst working a full-time job.
'Making it' in the outdoor world is a long hard road and not a decision to be taken lightly. Of course, if your partner supports you, you've got it a HELL of alot easier (and better, one might say) than most people.
Personally, I would make sure you keep your teaching stuff ticking-over so you can 'get back into it' in the future if need arises.
Feel free to email me with anymore questions.
Good luck!