A powered maneuverable and retractable trailer jack adapted for attachment to a tongue of a trailer has an external sleeve, a gear rack on an exterior of the external sleeve, a housing containing at least one gear engaged with the gear rack and operative to move the external sleeve relative to the housing, the housing including a mount configured for attachment to the tongue of a trailer whereby the external sleeve is laterally offset relative to the tongue of a trailer, an internal rod within the external sleeve, the internal rod extending through a wheel fork at a lower distal end of the internal rod and the external sleeve and attached to a drive gear which is engaged with a shaft gear upon a drive shaft rotationally mounted in the wheel fork, and a drive sprocket attached to the drive shaft, a wheel mounted upon an axle rotationally mounted within the wheel fork, and a wheel sprocket attached to the axle proximate to the wheel, and a chain which extends continuously from the wheel sprocket to the drive sprocket; the lateral offset of the trailer jack relative to the trailer tongue being equal to or greater than a width of the wheel fork.