4. James Beattie
Beattie had broken through into the England team in 2003 when he was impressing for Southampton.
Two years later, at the age of 27, he joined Everton for £8million but started to sink without a trace almost immediately.
He never played for England again and although he made 82 appearances for Everton over his two-and-a-half years, a load of these were from the bench.
He was sold to Sheffield United in 2007 after failing to live up to expectations.
Click below to find out who sits third in our top five list of worst Everton buys: