3) Jan Kromkamp
We could have named one of three Liverpool right-backs on this list, with the Dutchman competing for the dubious honour with the likes of Philipp Degen and Josemi.
The Reds went through a really poor run of signings before they decided to shell out on Glen Johnson. Kromkamp was way too slow for the Premier League and was mostly used in cup competitions before being sold after eight months.