Zotero keeps requiring me to re-locate PDF files that have already been located

I have roughly 600 articles saved to zotero, each with an accompanying PDF file that I have uploaded. However, every time I re-open zotero, about 1/4th of of the articles need to be re-located despite having been located numerous times before. The articles that spontaneously need their PDF files re-located differ each time so I'm not sure how to make it so that I can locate the file once and have it stay saved. Currently, I have all of the corresponding PDF files saved in a Google Drive folder but was considering moving all of them to my desktop to see if that fixes anything.
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