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It depends on what orders he gets, which he won't know until around week 10 of OCS. I got orders to NNPTC 9 days after my OCS graduation. Other people in my class got stashed for up to 6 months before reporting.
For a good schedule go to staynavy.navy.mil and check under "Detailers" then follow the links for the submarine/nuc power community and on the left menu is a timetable for NNPTC/NPTU/SOBC. Once he starts in power school he will stay in that bracket and go the follow-on date for NPTU and SOBC.
YES! There is some misguided program right now that is in fact sending a small fraction ~5% of all sub guys to SOBC first. It is difficult for them because they don't have the general knowledge everyone else does. It is helpful in that it eases them into the Navy's way of teaching. SOBC is a joke compared to power school. It is dangerous for the Navy because most people wash out in power school of all the places in the nuclear Navy.
So short answer long, yes there actually is a good chance he will go to SOBC first.
I was told by an officer I spoke with on the VIP trip that if he could do it over again he would have tried to get into dive school if the time between OCS and Power school was long enough. I think that would be a better way to go than getting stashed on OHARP Duty. Has anybody done this before or been to dive school.
The accession detailer for nukes is VERY reluctant to go through the legwork to send non-Academy grads to dive school. It can be done though, one of my friends went and loved it. Don't let the detailer deter you with a lot of silly excuses like there won't be enough time, etc...
OHARP is a giant waste, try to get it near your old school (or at your old school) if you decide to do it. You'll be working 2-3 days a week most likely.