If you have flags that might 'offend' then just add the other flag as well and use the same settings.
The language issues are less of a problem, they're minor spelling issues such as 'colour' vs 'color'. I never had any complaints about those.
Australians and Canadians have long ago dropped most of their English spelling details, Americans don't care too much from what I can see. Some very purist English folks have sent an email or two (one about 'gray' vs 'grey', go figure...) but for the most part it is just whatever works.
There is a lot of tolerance for this in end users, they understand that you have to make choices.
Here was an interesting thread on this not that long ago:
Agreed on the governmental stuff, that's where the big differences are, but then again, those have to be bi-lingual anyway.