Air Willy does have some awesome health care. That said, I would lean PSA. Over the long haul, you'll make more money, not work for a company that is slowly shrinking with zero investment (how many planes have been beer canned since the delivery of El Guapo?), and have a solid path to a major airline. The CPP time is in the 7-8 year range and the success rate is somewhere between 1/4 and 1/3. If you wanted to go to UAL via a CPP, Commute Air's time is 2-3 years. And as always, there is the 11th (I think that's right) year of never ending contract negotiations.