Plot hole: How could Gordon's driver tell the station master that Gordon couldn't get up the hill? There are no phones on Gordon's hill.
Audio problem: When Gordon backing down to the bottom of the hill, you can hear brakes screeching, but Gordon's wheels are still moving.
Visible crew/equipment: At the beginning, a camera is visible in the top right corner.
Other mistake: Edward is wearing James' sad face mask when he approaches the water column.
Answer: Butch the breakdown truck must have pulled Gordon's tender all the way up the rails so the breakdown train can reach it and also Butch helped to get Gordon close to the winch.