A couple basic thoughts from someone current in the sandbox.

-Currently personal email is turned off in C5F, so don't expect to be able to even see your G-Mail on the boat. Obviously may change
-Separating from OCONUS sucks. I'd socialize it early with your chain of command as they may not like their TrainO leaving during deployment. Distinct from that, figure out what it looks like coming back. I've got to roll through TPU Norfolk to get my DD214, but air wing might be different. A VP friend of mine got orders (no PCS costs to Uncle Sam since he was unaccompanied here) to the FRS and fly while he figured out interviews. They were happy to have an extra body and flexible with interviewing
-Regular officer resignations are done through NSIPS now, and when the orders come, they written for a final month. Technically, all your command has to do is get you to a separation activity (like TPU Norfolk/San Diego) the month of those orders for 10 business days of processing and maybe a week of terminal. I don't think a squadron would do you like that, but do your homework. 60+ days of terminal isn't an entitlement as the losing command usually holds you on their books.
-Have not heard of people getting major interviews >1yr and them holding a spot, but who knows in the upcoming hiring environment
-Skywest will interview you >1yr out for the cadet program and offer a CJO and, closer in, a class date. You're 100% competitive for a major, but if you can't make interviews, it's a class date and paycheck while you figure out what's up with a major.