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Match preview
The Julen Lopetegui era in the Black Country begins.
Before the World Cup-break, the former Spain and Real Madrid manager was in attendance as his new side were beaten 2-0 by Arsenal.
This defeat leaves Wolverhampton Wanderers rock bottom of the Premier League, having lost seven of their last nine.
On Boxing Day, Wolves face relegation-rivals Everton, so will want to go into that game with some confidence.
In this competition so far, they’ve beaten both Preston and Leeds at home; Boubacar Traoré with a late winner in the latter.
So will the 1974 and 1980 League Cup winners march on into the quarter-finals?
In league terms, the Gills are bottom of the fourth-tier, with their most-recent victory coming on 1 October.
Conversely, in this competition, Neil Harris’ side have beaten AFC Wimbledon, before penalty shootout wins over both Exeter City and top-flight Brentford.
The latter was extraordinary; Mikael Mandron equalised with a header, his team’s only shot all night, before Gillingham prevailed 6-5 on penalties at the Brentford Community Stadium.
In short, despite propping up the Football League, the Gills are capable of springing a surprise.
Will Wolves avoid an embarrassing defeat as Lopetegui gets to work at Molineux?