1) This war was not unpopular when we went in, and even if it was, popularity doesn't determine whether or not something makes sense to do. By your logic, it was the right thing to do for Democrats to refuse to get involved in the global struggle against Japan and Germany until they were nearly unstoppable.
2) Correctly stating things requires portraying liberals in an unflattering light. Stand for less reprehensible things and conservatives won't have to identify you as such.
3) This is what I mean when I say that liberals are constitutionally illiterate. The 1st Amendment gives Howard Stern a right to
dissent. The objections to his shock fests being on public airwaves in no way infringed on his right to dissent. And having him take it to a private setting was exactly the right thing to do.