1)The first record of this happening was in 1824. This was also the first election in which records of the popular vote were kept. Strangely enough, Andrew Jackson received the most popular votes in the election AND the most electoral votes in the Electoral College, and he STILL lost the presidency.
2)In 1824, there were 4 major candidates (Jackson, Adams, William Crawford and Henry Clay), and while Jackson won the most popular and electoral votes, he fell short of a true majority of the votes
3)The most recent was Al Gore, who lost the 2000 election to George Bush. The other 2 were in 1876 and 1888. You can read more about the unusual circumstances surrounding these elections.
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