Hi, Evan Shroll.
Welcome to the Google Drive Help Community!
Please, do the following steps and then try to upload your file again:
- Clear cache and data of Google Play Services: Go to Settings -> Apps -> Google Play Services -> Storage -> Clear Cache and Clear Data
- Clear cache and data of Google Drive: Go to Settings -> Apps -> Google Drive -> Storage -> Clear Cache and Clear Data
Let me know if this solves your problem, please!
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