boarding schools - some do, some don't. if he picks up an o'seas posting where the curriculum is not compatible with the educational stage of your dcs (generally only gcses/ a levels tbh) then you would have to decide whether you were going to let him go unaccompanied again. but it is likely that the kids would move schools frequently, and it depends on the dcs how they will cope with that. dd1 is 10 (grade 5/ yr 5) and in her fifth school. it hasn't affected her educationally (still top set/ g&t/ local able child program/ whatever/ wherever we are) and she is a very well rounded girl who is used to making friends etc. the other two have been a bit luckier (at 8 and 6 only in their second school - although if you add in pre-schools you are talking about 4th and 6th settings lol). here there are only a couple of families with dcs in boarding school. most kids are here in the local school. (we are in an isodet o'seas). if you are the sort of person who wants their child to go private, then the army gives you that option, but it's by no means a given. clearly if you do take the boarding school option, then you are expected to go wherever you are sent . my mil would kill me - she spent her whole life trawling her children round the globe. my dd1 was born in germany, ds1 was born in canada, and dd2 was born in scotland. they get packed too
as luciemule says - people are in the same boat, so once you have made a bit of an effort into integrating into the community, there are plenty of hands willing to help out if you need them.
work/ study - can be a bit more complex as you never really know if you are going to be in one place long enough to finish the course/ become established in the job (or find someone to employ you if they know you are moving next year...)
that said, i've managed to study (on and off) for a degree and two masters (one pending finishing as we keep moving...) and i do work, although it is very much on a 'what's available' basis at each location. currently we are o'seas and i work in a local credit union. the remoteness of the post means there aren't really any skilled jobs available, but the enormous cultural benefits and experience for the family outweighs the downsides (taking one for the team )
as for 'fitting in' - we aren't exactly identikit stepfords, so i'm not sure which particular stereotype you don't think you fit into... (but i can guess)
our patch includes radio presenters, lawyers, nurses, teachers, bank clerks, sahms, jewellery makers, party planners, brownie leaders, sports fanatics (assuming you are sporty, there are a million freebie opportunities to make the most of), professional triathletes, chefs, tarot readers, librarians, counsellors, nct breastfeeding counsellors, and a few ex-military (who generally don't shout about it). most of them aren't working here, so about 70% are sahms. we are a pretty eclectic bunch! like anywhere else, you make friends as you go, and pass the time of day with everyone else.