My bet is the Supreme Court will say no. First cause, the the Founding Fathers didn't want a Rep or a Sen in the Legislative branch to represent the syndicated interests of a crowd with some direct or indirect financial ties with the Executive branch, not that the good people of the District of Columbia should not be trusted because a majority of them works or have a family member working for the Executive branch or for a gov's contractor, but cause the human thing is always stronger in a free country.

On top of what, in the media era, guess who will be elected, the baker around the corner, a carpenter or someone already very proeminent on the national stage because of his or her ties with the Executive branch, this is precisely what wasn't wanted, making sure the bakers and the carpenters in the Legislative branch will represent everything except Gov.