#6 No League Title, No League Cup
Ok. Even the most ardent Gunner has lowered expectations, as far as winning the league is concerned. Arsenal fans have now become accustomed to seeing their side only challenge for one of the top four spots without any hope of claiming the top-most one.
So then, you would expect Wenger to prioritise other competitions such as the League Cup in order to bolster the trophy cabinet.
Well...
The Frenchman has never been able to win the Carabao Cup or the Carling Cup or whichever booze company decides next to sponsor the competition. It is, in fact, the only Cup in English Football that still eludes the manager in his over two-decade spell with the club.
This season, the heartache from the final fixture would've left him hoping that they shouldn't have made the final - due to the humiliation at the hands of City at the Wembley.