As 2014 draws to a close, we take a look at Arsenal's worst moments from the last 12 months.
Arsenal were 4-0 down inside 20 minutes on Merseyside, conceding twice to Martin Skrtel before goals from Raheem Sterling and Daniel Sturridge. Sterling made it 5-0 in the second half and whilst Mikel Arteta pulled a goal back from the penalty spot, this was comfortably one of Arsenal's darkest moments in 2014.
Chelsea 6-0 Arsenal: Yet somehow, worse was still to come. Arsene Wenger and Jose Mourinho renewed their rivalry, but yet again Wenger failed to beat Mourinho, and was subjected to a 6-0 thumping at Stamford Bridge.
Samuel Eto'o and Andre Schurrle put Chelsea 2-0 up inside seven minutes, before an Eden Hazard penalty effectively ended the game after Kieran Gibbs was mistakenly sent off. Oscar made it four before half time and five the other side of it, with substitute Mohamed Salah capping the day off with a sixth.
If you ask any Arsenal fan what the worst moment of 2014 was, this would surely rank at the top of the list.
Arsenal 3-3 Anderlecht: This one doesn't involve a defeat, but it felt like one. Arsenal were 3-0 up over Anderlecht in the Champions League group stage thanks to Mikel Arteta, Alexis Sanchez and Alex Oxlade-Chamberlain - but the final half an hour was an abomination.
Anthony Vanden Borre pulled one back on the hour mark before adding a second ten minutes later, and with Arsenal fans nervy in the final seconds, Aleksandar Mitrovic headed home a dramatic equaliser for the Belgians - causing questions over Wenger's reign once again.