@bakes82 We haven’t forgotten about you, I promise! I just checked out another possible fix for your issue and looks good to me. I don’t have an ETA for when you’ll be able to see it but there should be a release note in the near’ish future with something like.
Search: Increased search request timeout to 30 seconds
If you happen to see/get it before I can update this post, please let me know.
Edit: Please check out the latest Web release notes and retest on app.plex.tv (4.120.1). Please report back to let me know if this is resolved your issue.