- Connelly: The best 50 transfers in Premier League history- O'Hanlon: Ranking club, national team coaching jobs from best to worst- Lindop: Where did it go wrong for Arne Slot and Liverpool? You'll find some themes as we go along, but here are the 50 worst transfers in Premier League history. There's honestly enough material that you could just make a pretty lengthy and readable "Worst Premier League transfers of 2022-23" list. But as the most expensive Premier League transfer to date, Torres basically showed up only in continental play. But the most expensive Premier League transfer to date lasted just one miserable season at Old Trafford.