=-= The Best =-=
President: Franklin Delano Roosevelt (1933 - 1945 (died))
Vice-President: George Clinton (1805 - 1812)
Note: George Clinton also known as prime minister of Parliament-Funkadelic (1960s - present)
=-= The Worst =-=
President: George Walker Bush (2001 - present)
Vice-President: Spiro Theodore Agnew (1969 - 1973 (resigned in disgrace))
To quote from Wikipedia:
He is noted for his quick rise in politics - going in six years from County Executive to Vice President of the United States.
During his fifth year as Vice President, in the late summer of 1973, Agnew was under investigation by the U.S. Attorney’s office in Baltimore, Maryland, on charges of extortion, tax fraud, bribery, and conspiracy. In October, he was formally charged with having accepted bribes totaling more than $100,000, while holding office as Baltimore County Executive, governor of Maryland, and Vice President of the United States.
Wait a minute.... Quick rise in politics. From mayor to -- strike that -- from county executive to Vice President in less than a decade. Hmmm... Where have I heard this before?
Nope, sorry. Coming up blank, unfortunately.