1804-1805 Matt Howard (Federalist)
Howard was unusual among Federalists, being a Virginian instead of a New Englander and a poor farmer instead of an aristocrat. Nevertheless, he was devoted to Federalist principles and spent much of his brief presidency fighting to keep them alive. Unfortunately for him, the party's popularity was still not high, and he would become the first President to lose re-election. The Federalist party had been dealt a blow it never recovered from and it would collapse not long after.
