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John Hancock was President of the Continental Congress and one of the signers of the Declaration of Independence. He did not belong to a specific political party.
Political parties like we have today did not exist back when George Washington was in charge. He didn't belong to a political party. In fact in his farewell speech in 1796 he warned against political parties.
the democratic party
He/she is the head of the party.
No they don't have to. Most do, but some are independent and do not belong to any political party.