Guido Verduci,
I would highly encourage giving SkyWest a shot. As an enlisted member of the guard, getting time off for the military is a virtually no questions asked process. You fax in a sheet of paper with your dates and they take the trips off your schedule. If you're gone more than 30 days they'll need a copy of your orders.

SkyWest is as about as good as a regional gets, you'll get to see what civilian airline flying is all about, and unless this costs you an oppurtunity to get command time in the military, I really don't see how it couldn't be a nice addition to your resume.

If you take the brasilia, you'll almost definitely get FAT or SFO, the RJ just depends on how often they are running classes. That said, if you got hired this winter, you'd almost definitely be in FAT or SFO on the jet in a matter of months.

At the end of the day, you already have a great gig, so your only real question is: do you have anything to lose by trying out the regionals?