Is it possible to have 2 machines with 2 wireless joypads at the same time. I would think different frequency but not sure.
Yes, I have a journeyman and a woodworker. I run mine through Ethernet cable vs Wi-Fi. As far as the joysticks. Power up one machine and turn on joystick. Then power up second machine and turn on that joystick while the first one is still on.
Sometimes the joysticks will want to connect to the other machine but it not hard once you figure it out. You could always do a wired joystick but you can do both with wireless.