Ever check your transmission magnetic and paper filters? Start there. If you suspect more the octagon cover back of gear case, pull that and you can see your ring and pinion.
The rear plate is circular, You can check if it doesent have winch or cable control on the back. You'll have to back the tractor on some blocks to raise the back up or transmission oil will run out.
If I remember correctly that machine has a floating pinion so dont be too alarmed if it has a iittle play, but of coarse no vertical movement. Not sure if the toqure divider in front of the transmisson could be a suspect. The filter checking idea is a very good start I would even cut the paper one open for a good look. Good luck on your wine.