1. Per Kroldrup
Not just the worst signing for Everton in the Premier League, Koldrup might have a shot at making the top 10 worst Premier League deals for any club.
He signed from Udiense in 2005 on a four-year deal for a chunky transfer fee back then of £5million.
Before he played a game he got injured and had to undergo surgery.
He finally made his debut around six months after joining the club in a disastrous 4-0 defeat to Aston Villa.
And that was it. He cost Everton £5million a game as he admitted he was completely incapable of adapting to the pace of the Premier League.
He was sold a month after his debut and amazingly Everton managed to recoup £3.6million as they offloaded him to Fiorentina where he made 146 appearances.