Not Ranked
My toploader would grind downshifting from 3rd to 2nd. It was the synchros worn out. After they were replaced it downshifted fine. You could see the chisel points were worn flat. But I had no problem upshifting 1-4. I was told before going into reverse to always put it in 1st gear first to avoid the grind.
The fact you are grinding while you upshift I think it could be something other than worn synchros as others have suggested.
John
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