Well, it wasn't a great start following the news of Philippe Coutinho's transfer request, but this will only compound their misery.
Barcelona have been heavily linked with a move for the 25-year-old and are claimed to have had an offer totalling more than €100million rejected by the Premier League club.
The Brazil global was missing with a back injury, according to Liverpool, although he might not have been in the right frame of mind to play anyway after handing in a transfer request on Friday in light of interest in the playmaker from Barcelona. Coutinho requested to leave the club in an email hours later.
The Reds boss has said that the "timing" of Coutinho's request to leave Liverpool makes it even more out of the question, adding that it's impossible to put a price on the Brazil worldwide because it's too late in the window to try to replace him.More news: Wonder Woman Blu-ray Details Officially Revealed
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"I think I have said it already a few times, but maybe that's not 100 percent clear".
According to theLivepool Echo, Liverpool are denying the reports about Coutinho's transfer request and are sticking to their owners' stance on the player.
Liverpool fans appeared split with the decision with some questioning whether Klopp had lost his glasses while others praised the German for taking a chance on a player who has impressed during pre-season.
The 2017-2018 edition of the Premier League kicks off this Saturday with Liverpool traveling to Vicarage Road for an early test against one of last season's most inconsistent teams.
"It's a similar situation to Luis Suarez, where he put in a transfer request and was made to stay by FSG at that time, but you always felt he'd only be at the club for 12 months".