On Rose problem, who can handle better Chuck or August? Police or Gangsters? (MC is good guy)
I don't think there's a "good" answer: both are inherently corrupt since they rely on the Club and it's illicit connections. The choice, as I see it, is more about the style of our corruption. August's approach is overtly criminal and violent, but then again that's already the way Oliver operates. Chuck's approach has a veneer of decency, but nonetheless relies on abuse of authority and implicit violence.
I think you can make an argument either way, but both outcomes have their problems and and ultimately both are only delaying Rose's problem - assuming they work out the way we think they will and don't spawn even more unforeseen consequences.
Morals aside, I think it makes sense to stick with August if you already brought the issue to his attention previously. If you went with one of the other options, I'd you can pick whichever option strikes your fancy.