The people behind him will be perfectly happy for him to do whatever he likes, the more divisively the better, as long as their objectives are being met. The Iran war has already seen another large transfer of wealth, however it might have been a miscalculation that - without hyperbole - has the potential to take down the entire global economy. Those behind Trump will be well insulated because of the focus on Trump, so it might be worth the risk to them. If they can add Cuba to the list shortly then that'll be another transfer. That the US public is collateral, and even Trump, is of little concern. Nor is it of significant concern if they get another four years of a compliant democrat party.