Aiden O’Brien scored his first Gillingham goal to give Neil Harris’ side a 2-1 victory over Crewe.
The Ireland international scored with 20 minutes to go after Callum Ainley had drawn the visitors level following Tom Nichols’ opener.
Gillingham chalked up back-to-back victories in League Two for the first time this season after winning 2-0 at fellow strugglers Colchester United.
David Tutonda and Tom Nichols were on target as the visitors built on last week’s win over Hartlepool.
Football League basement club Gillingham suffered the agony of a late 2-1 defeat at Sutton United as Craig Eastmond scored at the death.
The visitors were heading for a share of the points until Eastmond’s dramatic winner in the third minute of time added on.
Late goals from substitutes Raul Jimenez and Rayan Ait-Nouri handed Julen Lopetegui a winning start as Wolves manager in a hard-fought Carabao Cup tie against League Two strugglers Gillingham.
Jimenez, making his first club appearance since August, broke the deadlock in a tight contest at Molineux with a 77th-minute penalty before Ait-Nouri secured a 2-0 victory and a quarter-final place in injury time.
Hakeeb Adelakun was the last-gasp hero as Gillingham beat a determined 10-man Dagenham 3-2 in their FA Cup replay to reach the third round.
The hosts struck deep into stoppage time after the visitors had equalised late on through George Saunders.
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