With Mourinho already taking aim at his long-time London rival, here are some other talking points heading into Monday's (AEST) encounter.
CECH'S MATES
After 11 seasons and 15 major trophies at Stamford Bridge, Petr Cech left Chelsea for Arsenal - much to the chagrin of Mourinho. Whether you claim the Community Shield is competitive or not, it is likely the 33 year-old will now line-up against his former team-mates at Wembley and he will have a point to prove having lost his long-held number one spot to Thibaut Courtois last year.
MOUR MISERY FOR ARSENE?
Wenger has sent out his Arsenal team to face a Mourinho Chelsea outfit on 13 occasions in the past - and has never triumphed. He even saw his Gunners lose 6-0 on his 1000th game in charge and the pair have had plenty of spats down the years. A win for Arsenal on Monday (AEST) would not only signal their intent to challenge for the title this season but would also remove an ageing monkey off the Frenchman's back.
HOW'S FALCAO?
Once one of the hottest properties in European football, Radamel Falcao now has a massive question mark next to his name as he embarks on a season-long loan at Stamford Bridge. The 29 year-old managed just four goals when on a similar deal at Manchester United last season, with the Red Devils unsurprisingly deciding against paying upwards of $85 million to make his move from Monaco permanent. Mourinho reckons he can bring the old Falcao back and, if the Colombian is given a chance on Monday (AEST), it will be an early opportunity to see if he is as good as his word.
YOUNG GUNNERS
Emirates Cup success may not be high on many Arsenal fan's wish-list this season but its impressive displays last weekend highlighted the ability in the next batch of young players coming through the ranks. Alex Iwobi, nephew of Jay-Jay Okocha, scored and shone in the 6-0 demolition of Lyon before Jeff Reine-Adelaide showed his talents by setting up the only goal and starring in the 1-0 win over Wolfsburg 24 hours later. Will they be given a chance this season? It remains to be seen but Wenger insists they will not be sent out on loan and Monday (AEST) could be a chance to further stake their claims for a place in his first-team squad.