I think that anyone who was elected after washington was doomed to lose re-election. I read somewhere that Jefferson suspected this and hoped to lose. If he wins I think he would be put in the position of trying to support the French. This would blow up in his face win they start stopping our ships. A federalist would probably win in 1800. Whats important is that this means that the Supreme Court will be packed by Democratic-Rebublicans, instead of Federalists. Madison could be named Chief Justice.
Adams may or may not run in 1800. I would really like to see John Marshall, OTL Supreme Court Justice run and win.