#2 Liverpool
Liverpool's transfer window has basically revolved around a list of targets whom their parent clubs do not wish to sell. The saga involving Naby Keita has been going on forever, and even the Mohamed Salah deal took ages to get over the line after the initial links surfaced.
However, the notable blunder was the one involving Virgil Van Dijk. Eager to appease growing fan apprehension, Liverpool briefed the media regarding Van Dijk's decision to join them ahead of Chelsea and Manchester City. All well and good, but Liverpool hadn't even put in an official bid for the player.
The Southampton management was infuriated and promptly reported illegal tapping up of their player. Fearing a transfer ban, Liverpool immediately apologised to Southampton and released a statement withdrawing their interest in the player. FSG have issued more public apologies in their time at the club than they have won major trophies – it is a long summer ahead to right several wrongs.