For worst Tottenham Hotspur signings of the Premier League era, you could also read most unfortunate or perhaps least successful.
Much as critics of certain players like to diminish their contributions, only very few are genuinely bad.
Mostly, if it does not work with a club, there have been reasons as to why the original transfer should, with hindsight, be regarded as a failure.
Tottenham have made some terrific moves over the last 20 years or so (getting a World Cup star such as Jurgen Klinsmann, a top prospect such as Gareth Bale) and there have been some solid acquisitions, too (the likes of Scott Parker, Teemu Tainio and Mauricio Taricco).
Along the way, though, there have been plenty more that did not work out as well as hoped.
Here follows (in roughly chronological order) 20 of these signings, each with a unique story as to why their respective time with Spurs will not be regarded as the happiest of their careers.