I think you over estimate slightly silvereagle.
Having been Chief Pilot for a 3 aeroplane operation for 10 years, albeit a while back, I always looked for and got better results from lower time pilots who had a passion. At 206, PA32, 182 level, they don't need to be skydivers, the club will eventually persuade them to try it and they will benefit. You don't need an IMC rating because all flying will be done strictly VFR won't it
The training needs to be good, they need careful supervision and you need good SOP's which all pilot's adhere to and get a refresher on from time to time. You also need a CP with a good ear and a large stick if he hears the aircraft coming down too fast!
Skydiver flying is the last bastion of non commercial hours and experience building and needs the kind of dedication to stay at a DZ all weekend watching the rain to get 3 loads done last light on Sunday - been there, done it.
I have sent SYED some stuff and hopefully he will get on. To all other aspiring Jump Pilots, you need to be keen, you need to be prepared to commit regular time and also join in with other duties such as mucking in and cleaning aircraft.
It is a challenging and rewarding type of flying which if done correctly will leave you with a much better understanding of flying, performance, loading and practical operation of piston aircraft. If you get to operate a turbine - I hate you 'cos I never did