I think "well-meaning" may have picked up negative connotations because the concept of "meaning well" is encompassed by the words we use to describe good actions that don't fail or backfire. If someone does something compassionate, charitable, kind, generous, etc., adding "well-meaning" would be redundant. I don't think it's logical to take the current usage of that phrase as proof that good intentions are universally looked down upon.

Also: The word "aggressive" is entirely positive in all contexts. In political or business discourse, maybe, but "entirely" and "in all contexts"? I might have a disproportionately high percentage of neo-hippies and/or educators of small children in my social circle, but that line strikes me as flatly untrue.

I do agree quite strongly with the gist of your argument, but some of the linguistic observations seem shaky.