I'd recommend flying on the side....now. CFI? CFIMEL?
Guys with no military time in the last couple of their careers have gotten hired but it's a low probability attempt. Some airlines supposedly have made exceptions for high achieving retirees. You look like you might be in that group but improving your resume in anyway is a good idea. Currency, especially at the highest level you can achieve (like squadron mission support a/c qual?) would show that you're back flying again.
I'd HIGHLY recommend applying to a regional IF you don't get an offer before retirement. They'll hire, qual you, and you'll be able to check off current, civilian, 121, and a new type rating on your apps with the majors.
Go to the WAI conference in Nashville. First Thursday-Saturday in March. All the airline recruiting teams are there. You'll be able to ask them F2F what the lack of flying currency means to them. Or what level of currency they'd accept based on the resume you have.
Show up again at WAI in March 2017. Have improvements on your resume. This is when you might be given a harder look depending upon what the latest hiring standards/minimums are.
Yes, apply now. Update with new resume improvements. Date of availability has to be present.
My $.02. Fees waived...