There are lots of corporate gigs that are great jobs, but if they're worth a dang, THEY will pay for your type rating. My dad didn't pay for his since he's a full time employee. From where I sit, the only way it makes financial sense to be a contract guy is if you already have experience in type and a type rating in your pocket. To try to spool up from zero time in type and become a viable contract pilot would be a very difficult thing to pull off and likely a waste of a large amount of money for a type that you can't really use since you don't have time in type.