This is not a dumb question at all. I actually wish people would discuss it more.
I'm an American Orthodox Christian of half-Greek extraction, but I grew up in the USA (in Pennsylvania, actually) and am interested in Orthodox history in North America. In my long reading on the subject of American Orthodoxy, I really think you can make a "case" any way you want to. Honestly, though, I don't see how anyone interested in the future or in the health of Orthodoxy in America can want to perpetuate rumors, lies, and "church intrigue" -- this isn't beneficial for anyone, no matter what "side" you're on.
ROCOR, etc. has produced many great luminaries in America in the 20th century -- St. John Maximovitch of Shanghai and San Francisco the Wonderworker and Fr. Seraphim Rose are but a few. Remember, though, that St. John Maximovitch was taken to court by his own fellow bishops! The ROCOR cathedral in San Francisco (though I've never been there) is a great testimony to Orthodoxy in North America, also.
While ROCOR may have had some legitimate concerns about Orthodox issues in the early 20th century (eg: the adoption of the Western calendar, involvement in ecumenical activities, etc.), the way it dealt with them in my opinion is wrong. Instead of calling for (and waiting for) a church council of all Orthodox bishops, it more or less unilaterally "excommunicated" its sister Orthodox churches until it was the only "true church" left (save for the Jerusalem Patriarchate and the Serbian Church). IMHO, this is not the way to deal with problems, and ROCOR claims that all other Orthodox churches are illegitimate are marginal at best. (I'm sure you're aware of the claims of other churches, like ROAC, Genuine Orthodox Church of Greece, etc. who do the same thing in 2004. Instead of convening church councils of their brother bishops to resolve problems, they break themselves away and claim everyone else schismatic.)
The Orthodox Church in America has always seen itself as the continuation of the first Alaskan Mission in 1794 and the missionary church to North America. The seat of our Bishop in San Francisco (His Grace TIKHON) is the same cathedral that Saint Tikhon worshipped in 100 years ago. Retired Metropolitan THEODOSIUS stated at his retirement speech in 2002 that Orthodox in this country, even those of us of Greek, Russian, Serbian, etc. extraction, are culturally North American if we've lived here a long time (I agree with this). Autocephaly is the ONLY choice for us, since North American culture is different than Russian or Greek (etc.) culture, and the North American church must respond to our unique cultural influences. (I entirely agree with this also.)
For those who argue that autocephaly was done "mischievously" for lack of a better word, I don't agree with this at all. It would not have been more beneficial for ANY party for the North American church to remain under the Patriarchate of Moscow and its communist influence, and complete autocephaly for the North American church allowed its focus to be missionary work in the USA. (If you do not know, the number of new parishes the OCA has opened since 1970 is astounding.) And autocephaly did not diminish the prayers Orthodox Americans offered for those suffering under the Communist yoke -- Fr. Alexander Schmemann (an early leader of the OCA and much maligned in certain circles) regularly broadcasted "Radio Liberty" in Russian to the suffering Christians of Russia weekly up to his death, giving them hope, not to mention the prayers of countless Orthodox Americans......
Where does this leave us? I think a major lesson is to beware of judging people -- judgment is left for God alone. Relations are warming, I think, between OCA and ROCOR, but a full "reunification" will take a lot of time (must address property issues, etc.). There's a ROCOR monastery near my parish, and my priest will allow us to commune there if we want to.
Concerning your other question, I think our involvement in ecumenical circles like the WCC is probably mostly improper, especially since many of the other churches have no interest in traditional Christianity.
Remember that these are only my opinions, stated in an open Orthodox forum.