Wall of text;
I personally do what I do because of the freedom it provides me. I'm in the guard because I don't want to worry about how many days of leave I have if I want to go camping. I fly for the airlines because I'll need 121 time for a major, and I like the airline flying, the regional legs are perfect for me, I love being busy and flying turns in out and of CLT all day. I also love being 26 years old and being able to fly anywhere in the world for free, you can't argue with the travel benefits if you use them. There's people that make 200k that don't have as much freedom of time and travel as I do. I love the freedom that being able to drop mil leave at the airline provides me. I had a carry in day (a day trip at the end of my 4 day), and it was 4 legs of good flying, well I got displaced for IOE and they gave me a double deadhead to pick up a plane to ferry for mx that got me to base at 10:30 pm, thus home at ~ 2 am (I live a three hour drive from base), instead of the original day trip that had me done at 2 pm. It instantly became not worth the time or money, so instead of having to take it, went on mil leave for Monday and off the schedule it disappears.
As for not being a C-17, C-5 or Tanker guy where the bumming is 3 or 4 times better than Herc land. I did not get into the military to do exactly what I do at the airline. Quite frankly my friends flying C-17s make more money in the guard than I do and will likely have better careers than I do. I have a friend who has been flying C-17s just as long as I've been in Herks and he's just about ready to upgrade to AC. Y'know what though, I love the Herk, I love the tactics, I love formation, airdrop and being down in the dirt on NVGs, you don't get that kinda stuff in the-17. It's basically airline flying which I already do at my airline, so why do it in the military too? I have no idea about fighter world be it AF, Navy or guard/reserve. It's a completely different animal.
Active duty can be a tough pill to swallow, with a really really good paycheck. That said, I have friends that are non-vold' flyin Preds, flying MC-12s on a 4/4 to the sandbox, ready for their staff tour, etc etc, and y'know what, they can't say no. They're owned. When my unit got BRAC'd for Preds, I interviewed and got hired somewhere that had Herks, the money flying Preds would've have been amazing, but life is really too short to not do what you want to do, and that's the downside to AD. Also the queep and general ridiculousness/silliness that AF active duty would be a bit much to handle 20+ days a month. I for one an glad to be a part timer.
Like you I too am not convinced that I want to fly airplanes for the rest of my life, but if I do I might as well be as diverse as possible, even when there are full time jobs open at the unit I'd rather keep my feet in civilian work too. I'm keeping my mind open towards other careers and opportunities, but flying is fine for now.
For you I would say don't count your chickens before they hatch, get hired first then make the tough decisions.
Edit
@scoobs ; as for your hometown unit not being busy well the guard was never intended to allow one an income to live, this is why I have civilian employment. Also it ebbs and flows, it really does, some months there's not enough pilots to fly the trips, other months you'll be in the squadron and everyone will just be staring at each other because there's nothing to do. There are also opportunities to deploy with other units as well as "interfly" with other units. Interflys are basically letters of agreement between OGs, and while possible they're kinda a pain to put together, but say the chief pilot wants a new guy to get experience while the unit is slow. It's not unheard of for an LT to go interfly with another, busier unit to gain experience faster.
Everything I mentioned in this thread is merely the opinion of a 1 Lt who has been flying Herks around for a whole 18 months, has no kids, no wife, no debt, no house, so take everything with a grain of salt, and as always your mileage may vary.