A system for retrofitting a trailer having a crank jack with a jack housing and a drop leg includes a hydraulic cylinder including a main cylinder and a ram piston extending outwardly therefrom as the main cylinder is filled with pressurized fluid, a first mounting ear on the hydraulic cylinder and a second mounting ear on the hydraulic cylinder, the first mounting ear opposite the second mounting ear, a cylinder port positioned orthogonally to the first mounting ear and the second mounting ear and positioned between the first mounting ear and the second mounting ear, and a conversion foot sized and shaped to fit within the jack housing and adapted to support the hydraulic cylinder.