Run as a WPILib Java Deploy, cancelling the build when it reaches "trying to find RoboRIO"
You should have FRCUserProgram.jar in the dist folder in your project root. You can copy this to your RoboRIO using scp (scp FRCUserProgram.jar
lvuser@roborio-TEAM-frc.local:/home/lvuser). You will need SCP for this to work, which is not included with windows. If you have another FTP solution, use user lvuser, password blank, path /home/lvuser/FRCUserProgram.jar
You're 100% better off using a proper build system, whether it be the eclipse plugins or something like gradlerio.