Considering the number of poor purchases Liverpool have made in the Premier League era, it was a challenge to cut the number down to just five.
So what we have done is select one each from five managers: Graeme Souness, Roy Evans, Gerard Houllier, Rafa Benitez and Roy Hodgson.
With Jurgen Klopp having rarely put a foot wrong in the transfer market, it was easy not to include his purchases while with Brendan Rodgers, it was one fatal summer after the sale of Luis Suarez that really did all the damage. Perhaps a subject for another article. The same could be said for King Kenny’s second spell in charge.
So press the “next page” as we glance through five of the worst transfers Liverpool have made in the past thirty years: