Since you mention that the trailer jack worked fine last year before removing it, I recommend that you start by checking the ground wire and make sure that it is secured to a clean metal surface on the trailer. Next I would make sure that your battery is fully charged and has enough amperage to run the motor.
If your trailer jack still isn't functioning properly, you could have a bad switch or motor. In order to determine which component is defective, you would need to remove the switch... view full answer...