Interesting that the machine has gone on for over 20 years without any tranny issues, Now changing tranny oil seems to be on the list.
Here is something that happened to me. Not on a lawn tractor, but my car. It is a 1997 Camaro Z28 with the auto transmission. The car has about 160,000 miles on it. Last year, I went to a Chev dealer to have the tranny oil changed.
After sitting in the lobby for about a half hour, the tech came to me and said that I was better off not changing the oil as he feared that the new oil could cause tranny problems. He said you are better off just leaving it.
Richard