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Originally Posted by MadMax
it's (was?) my impression that his EO's can't effectively be be overruled.
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That's wrong. "[E]xecutive orders are subject to judicial review and may be struck down if deemed by the courts to be unsupported by statute or the Constitution."
https://en.wikipedia.org/wiki/Executive_order
That's some pretty light reading. It'll answer all your questions.
Oh, I'll point out also that EO's do not constitute legislation in an of themselves.
Another thing I'll point out is that federal judges can't be easily removed from office (executive/legislative/judicial branches and all that entails). Trump can't just up and fire a federal judge because he got into a twitter-rage. That really would be undemocratic.