There are two possible issues. 1} the shifter leaver tip that moves the shift rails in the transmission could be worn on the end. (PROBABLE) 2}The actual drive gear on the shaft could be engaged, but not on its shift fork. (LESS likely)Determine which gear the tractor moves in when in neutral. It might also not shift into this gear when moving the lever. Using a Manual or parts book, disassemble the shifter pivot down at the trans and pull it out of the housing. Use a good little spot flashlight to light inside the hole and see if you can see a rail/slot out of position for that gear (it will be in a location opposite of the position for that gear in the pattern because the pivot reverses the direction of motion. Use a fair sized screwdriver, with the clutch down, to move this shift rail/slot back into alignment with the remaining rails (this is neutral, test it by starting the tractor and releasing the clutch, (it should now not move and the engine should not be pulled down). The tip of the lever (that you pulled out should be appearing worn on the trans end. This tip usually (but not always) looks like a flattened disk, or 4 dimes stacked on each other. It needs to be welded up and reground to its original size. If you can get tough alloy welded onto the original tip, the part will never fail again. If problem #2 is the case pulling the trans cover off, and doing major surgery on the gears/rails/forks, and detents may be needed.
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