Hello @Aaron_Garrett
Thank you for reaching out to us with your question. Our apologies for the brief delay getting to you here. We’d be happy to help!
Couple quick questions:
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How are your stored local music files connected to your Core?
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Do you have an Automatic Scan Interval set in Roon?
If not, you can go to Settings>Storage you can schedule the scanning period for your local library. This will automate the process for you and help resolve this problem somewhat.
Once we have a bit more information about where your local files are stored we may have some more tips for you. 