@Matthew Horstmyer,From another Military guy I would say go for it now. If it doesn't work out you have 2.5 years to bounce back from it and move on.
As long as you get smart on your area and buy at a good price on your deal, it'll be hard for it to not work out. I have 3.5 yrs left and I'm going all in. I'm not sure of the prices in your area, I'm in Oklahoma. I just did a BRRRR this past summer and it was a lot of work, but I got it for $70K so my downpayment was only $14K with a conventional loan, so I had money left over for repairs. I currently don't have a VA loan, maybe if I PCS again. I've been using the equity from one house to buy others via HELOCs, that's why the purchase price is so important.
If you don't want to deal with the headaches of remodeling, you might be able to find a Move-in ready rental in your area with your $40K (a $200K home with 20% down), just make sure you have additional money set aside as reserves.
Good luck! I'm no expert but feel free to Message me if you need someone to bounced ideas off.