To degree or not to degree?
Going to a quality school like Riddle, UND, Perdue... probably makes you a better more well rounded pilot if you actually study and care to learn. But that is much like any education... you have to care in order to make it worth your time and money. Students from those programs generally do better than people from a 61 or ma and pa 141 type education.
Anyone, whether just starting in the industry or not should be focused on getting to a major or their final career stop the quickest way possible.
3 years longer at American for example via a WO like Piedmont, PSA, Envoy means 3 more years at high paying ca pay... that's about a million bucks difference.
I would say go to an airline that will get you to where you want to go the fastest! A major? Try Piedmont, PSA, Envoy in that order (specifically due to flow time... use the flow as a back up plan if you dont get United or Delta. If you flow in 4 years, you will be more marketable for United or Delta). If you want Jetblue, try cape air. Frontier, go with silver now. Allegiant, try ameriflight...
We are all doing the same thing at every regional anyways. Fly hard, pick up overtime to make extra money, enjoy the people your with. However there area few clear cut winners on places to go that give a guaranteed job quickly at a major airline... Piedmont, PSA, Envoy in that order.