In my opinion, if you already plan to get out anyways, there is not much value in hiding any of this from your chain of command. When I was preparing to leave the service, I did my best to hide my intensions from anyone who I thought might make my life difficult if they knew I was leaving. I don't think that it helped my causes at all, it may have actually made my life unnecessarily difficult. I think in your case, you are going to need a lot of help a long the way to make it happen. I would start reaching out right away and let everyone know when and why. This way you can find out early if it is a HARD no, then you won't waste time and money applying this year.