The worst that can happen to Anthropic is one of the two things mentioned; loosing some contracts or some fake forced management from the Pentagon. maybe Dario having to leave, certainly a loss for him and people who believe in him but probably nothing world-changing.
The worst that can happen to the Trump administration is the beginning of its end, when people realize you can simply stand up to their bullying and with all the standoffs they have going on in parallel, maybe they will die a death by a thousand cuts?