Edit: Just noticed theres a bridge version, that I was not using. This is probably the source of all my issues. Since i've been playing bugged, unsure if the save will still work, so it's whatever. My mistake!
Edit2: Yea, the bridge deleted my main save, but its as expected. Not too big a deal to catch back up.
Currently on a "ported" save file updated to 2.9, and have a bug with Berry's room call, it just fades to black and cuts out. I also have a possible? bug with Tracy, where it randomly will throw me into her love route first scene while doing and being somewhere completely different from the farm, and the hint given for Tracy is slightly broken where it shows the last characters hint instead. I've seen "this is a precious hint" but am unsure if this is the actual hint and what to do with it anyways, as there hasn't seemed to be any progression since getting the scene the first time for me.
Possible the save itself is just bugged out, but am curious if you've come across these issues in prior versions that I missed or if I missed something about updating saves on PC.