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Well, you have two major problems.
1. Active duty commitment for pilots is 10 years after completing pilot training (so, more like 11.5 years from when you enter the AF).
2. You need to get commissioned and selected for UPT. ROTC has a much higher chance for getting a pilot slot than OTS (and OTS has a low rate for acceptance). You need to ...
For active duty, everyone starts in the T-6. You will be ranked against your classmates, then at the 6 month point, you will track select into fighter/bomber, heavy aircraft, helicopters, or C-130 training. This is based upon what is available within the AF, what each person wants, and what those who ranked above them choose.
My high school gpa ...
It is explained fairly well here. http://www.baseops.net/militarypilot/
I had 2 B's in high school.
For active duty Air Force, he can do AFROTC at a civilian college, to to USAFA, or graduate from college then go through AF OTS.
You need to go through a commissioning program. AFROTC or AF OTS are your best bets.
They like technical degrees, but they are not mandatory to be a pilot.
Which aircraft a pilot will fly is determined during pilot training.
(Guard has some different options, so look into that too.)
1. Graduate college
2. Get a commission through AFROTC or AF OTS
3. Get a pilot slot out of those.
I don't know the limits for RCAF pilots, but 6'1'' is fine in the USAF.
Well, citizenship is required, but it looks like you will have that covered. You have a degree, so that's another thing checked off. If you are continuing in school, look into AFROTC. If not, AF OTS would work too.
You would need to be selected prior to being 29, if I recall correctly.
Look into active duty, reserves, and ...
I really don't know that much about OTS. I would call someone working as an officer recruiter (not the standard recruiter) or OTS.
I don't know about the other services, but for Air Force OTS, you need a degree.