Do you hear the air cylinder on the TC shift when you move the stick from neutral to reverse? I recognize that you rebuilt the cylinder, but sometimes it helps to ask what might seem like a dumb question. If you do not hear it make the "clunk" sound when you move the stick, check for air line restrictions, ice, etc.
If you hear that noise, then the cylinder is apparently working. One more test you can run is to remove the cylinder again and with one front wheel jacked up, engine not running, trans in neutral, have an assistant push the cylinder rod that goes into the TC in and try to rotate the front wheel each way. It should freewheel one way and lock up the other. If that works, have the assistant move the cylinder rod the other way and try the wheel rotation test again. It should freewheel and lock up the opposite way it did in the first test. This tests the clutch in the TC. If it fails one of the tests, then suspect the TC clutch. If you get engagement both ways, the clutch is good and something in the cylinder or air lines is the problem. We have some that are reluctant to shift when the weather is really cold.
Regards Marti