A lot of operators require a minimum number of hours, but this is to keep premiums down, just depends how tight the operator is as to whether or not they pay for an exemption (and how much they need you!) I also believe the TRTO plays a part aswell.
With regards to the SSTR debate, as previously posted, I paid for a rating last year after a lot of consideration, but have just been fortunate enough to do another rating on a bigger aircraft and didnt pay a penny. So one could argue that if I had not got the first rating, I certainly wouldn't have got the next - My point is...."you do what you gotta do" , I am sure everyone has thought about chucking in the towel at some point, but all you do is make it easier for the next guy (or gal), stay positive, be determined and for goodness sake, be current!
