[childofkorn]

I'm not too sure from where it gets the resume points... I think this is built inside the skin or from skin helper widgets. I do sync my resume points to Trakt but in trakt i have "Sync movie/episode playback progress to Kodi" disabled.

But i don't think it's a problem of the resume points because it should just play the media from the start instead of giving me an instant error.

I also use .strm files imported into kodi libary like yourself and get no problems with resuming media or using play from beginning if the media has a resume point. It definitely seems like something isn't set up right as its getting a conflict when you use either.

Mhhh.. I'm starting to feel like it's because I'm using Kodi in portable mode from inside my OneDrive folder... And this is somehow giving Python errors.

Do you have any experience with loading portable Kodi from a Drive folder? (Btw I do have all the files mirrored on my computer, they just sync to the cloud.)

I dont, but if you provide a kodi log then people can help you try and fix the problem faster.