I don't know anything about 2, but with regards to 1, I suspect there just isn't much demand for the WR in the OCA. Most people don't seem to think that the Byzantine rite is so radically different as to necessitate establishing a parallel ritual organization for Western rites. I doubt an OCA WR would upset anyone since it's a niche within a niche.
I'm not necessarily against the Western Rite and think it's a good way to bring certain Anglicans and Catholics over who are attached to their particular rites. I also think the WR, if it's to be taken seriously, needs to get more respect from the hierarchs. The insertion of the Byzantine epiclesis, for instance, is a bit of a middle finger extended toward the Western liturgical tradition.
The loss of diversity in rites in the Eastern Orthodox church is also lamentable. The assumption that anything that Constantinople does is better has led to a lot of unfortunate decisions through the centuries.
I do think it's a bit ridiculous to pretend that there is some fixed "Western" cultural ethos that can only be expressed in a certain kind of rite, or that there is a monolithic "Eastern" culture. With globalization, these ideas get even sillier every minute. The various Christian rites have a lot more in common than different. Considering that the Byzantine rite has taken root in so many different cultures already, there isn't any good reason that Americans or Western Europeans can't take to it, and many have. If you want to talk about something culturally alien or exotic, look at a Siberian shamanic ritual or a Tibetan Buddhist puja.