I too, work on a military base where POWs are severly restricted.
Therefore, I do not carry to and from work, as I would be being simply stupid, but then again I am a former combat arms officer and enlisted guy who can still run quite fast, know my abilities in CQB etc and am at minor risk in between home and work (I think...). Pepper spray and otehr non-firearm weapons are on hand as they are not regulated (yet).
However, I do carry everywhere else and Momma knows if she does not inform me in advance, we are not driving on base for any reason. She has, in the past, dropped me off at the local gunshop and proeceed onto the installation, however. Win win, I suppose. (Now, to get her into the same mind set....).
Therefore, I recommend you carry whenever possible. You do not live on base per your comments so far, so what are you waiting for? How much risk are you willing to take becasue of one obstacle? Get your permit and protect yourself and those who depend on you for safety. Be smart.
I had one in Florida, thankfully I live in Virginia now, so there is always a loaded weapon in the console when I do not go to work and always in the wife’s car. If I really want to, I’ll just carry open. I really don’t go out enough to warrant getting another CC permit. It’s just one more data base I do not want to voluntarily subscribe to. I’m waiting for CC without a permit.