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Hi @JaiWOwen,
That file does look good to me. I think UI stickiness might be coming in to play here (where info entered in the UI takes precedence over info uploaded via SIS CSV files). When you upload that file in the UI, try selecting the "Override UI changes" and "Process as UI changes" option boxes and see if it works correctly. I'd suggest doing this in a Test or Beta environment first to lower the risk of breaking anything unexpectedly.
-Chris
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