Stimson started with on-loan strike duo Rene Howe and Chris Dickson against the Pirates, but Jackson will hope he has done enough to get the nod to face Orient.
Cardiff defender Darren Dennehy extended his loan deal with the Gills by two months ahead of the victory against Rovers and he will continue at centre-half.
But fellow loanee Tristan Plummer has returned to parent club Bristol City following his one-month spell at Priestfield.
Simon King is still not available due to a long-term ankle injury.
Source: Team Talk
Source: Team Talk