Ok. Other than being used against a Russian air force predominated by EVEN more inferior aircraft( mostly biplanes or early 1930's era monoplanes) and flown by better Finnish pilots who knew the fate of their country rested on every man in uniform, and weren't relegated to inferior russian tactics...
B*** best not be steppin to mah I-153. In the words of my generation, ahem.
But seriously, don't under-estimate the I-16 or the I-153. They were both lethal performers in the right hands, and they were both cannon-armed by the time of the Winter War. The I-16 and I-153 were both painfully slow, but good climbers and very nimble in a turn, and not bad at rolling. In 1941 they were reaching the end of their useful service life, but they weren't dead yet. A Brewster pilot who got lazy against an I-16 could find his arse in the wind quite quickly. If you don't believe me, try playing IL-2 against an I-153 dweeb sometime; they will
redefine the barrel roll defense for you. Sure, its just a video game, but it illustrates the point nicely.
Also, let me remind you that the Japanese Army Air Force, armed with Ki-27 monoplanes that were far more manuverable then the Brewster, with better climb, got their tails handed to them by I-16s and I-153s at the battle of Khalkin Gol.
The BREWSTER SUCKED.
It will never even be as popular as the F4F in any arena, other than by the Finns...
I am honestly curious as to why you think that way. Why, exactly, did the Brewster suck? As far as I can see you haven't elaborated percisely why the Brewster was markedly inferior as a fighter in it's era. As for being less popular then the F4F, I find that hard to believe- it's got the same armament and similar manuverability, but has superior power loading and climb rate, two things that absolutely cripple the F4F. (The F4F is more durable, but there's something to be said for not getting shot in the first place.)