You should just look under the road to wings section under the main forum page, there's a number of threads that will give you insight. Honestly there's no magic trick to it. Depending on the unit, someone just out of college without flight experience can get hired, just for appearing to be a stand up guy who would be great to deploy with, On the other end you can have 2000hrs with an ATP and Masters degree. If you want to be a pilot, do everything you can to appear to be the best well rounded pilot. Personally I wouldn't delay years of doing another position, especially with UPT being such an age critical assignment or screwing over the shop your working in.