September has been a faltering month for the 'Reds' across a range of competitions.
Liverpool were humbled 5-0 away to City, losing talisman Mane to suspension in the process.
Since then, the side have also dropped points in their Champions League opener against Sevilla, conceding a frustrating equaliser in a 2-2 draw at Anfield. The match was followed up by yet more disappointment in the Premier League. Burnley managed to hang on for a 1-1 draw against a misfiring 'Reds' team.
Perhaps most frustrating of all will be the manner with which the side opened their Carabao Cup campaign. Liverpool put up a weak showing at The King Power Stadium as Leicester City ran out 2-0 winners, advancing to the last 16.
Klopp has so far won precisely half of his 108 games in charge at Liverpool, and the manager will be hoping for a swift change in fortunes as pressure mounts at Anfield.