Indeed, Gregory took to social media with a confident prediction that the Hammers will finish in the bottom four this season.
Naturally, the east London side went on to beat the Gunners 2-0 at the Emirates Stadium...
One result doesn't make a season, of course, but Gregory's West Ham prediction ended up completely backfiring considering the circumstances. Well played, the Irons.
This performance had Slaven Bilic and Julian Dicks written all over it. Two former West Ham defenders on the club's coaching staff who clearly got their game plan spot on at the Emirates Stadium.
They were helped, of course, by a lethargic Arsenal side who clearly believed their own pre-season hype. It looks like winning a couple of friendlies and failing to add to your outfield squad doesn't make you invincible, after all.
And, at the end of the day, if West Ham are bottom four material, based on Sunday - Arsenal are bottom three!