The problem with this is that the Supreme Court hasn't adjudicated for years; they create laws. This means that if the Socialist in Chief uses EO's it's damn near written in stone. Court challenges just burn up time while the sheep get used to new laws. To add insult to injury, We the People get to pay for all the governments lawyers.
“If ye love wealth better than liberty, the tranquility of servitude better than the animating contest of freedom, go home from us in peace. We ask not your counsels or arms. Crouch down and lick the hands which feed you. May your chains set lightly upon you, and may posterity forget that ye were our countrymen.” ― Samuel Adams