I agree with you, that Oleg is going to surprise us.
I disagree that the Battle of Britain was a bad choice, but I admit that it's not everybodies most favorite area of the war.
You totally lost me on the WoV:BoB II thing, though.
1. The eastern front was even more boring on first glance. Look at how successful this sim has become with such an area of operation.
2. WoV:BoB II forums are dead for various reasons:
a) The game is old
b) IL2 has become more popular
c) No Multiplayer
I see no reason to think that people got bored by the Battle itself, though.
3. WoV:BoB was a single game released. IL2 was a series that was not only updated but largely improved over the years, with dozens of free patches and addons.
SoW will be the start of another series and the BoB will just be the first step on a long journey.
Actually that is the reason why I'd rather like to wait a few month longer for Oleg to put some extra-cookies in the BoB-bag, so we all stay happy in the 10 years after the release.