3) Jean-Alain Boumsong
Another mistake in the transfer market by Newcastle with then manager Graeme Souness shelling out £8m on the Rangers centre-back, who had only had a brief spell in Scotland.
The Frenchman got off to a decent start in his first season at St James’ Park but things quickly began to unravel during his second year, with a number of costly errors and mistakes. He was sold at a loss to Juventus for £3.3m just eighteen months after moving to the Premier League.