So, I've tried everything that ESRI suggests (no expressions in the label, run the engine in Layout View rather than Data View, etc.), and some things that I just came up with on my own. I was originally trying to create all 141,000 labels at once, so I broke it down into 20,000 parcel feature classes. This left one feature class with roughly 4500 parcels in it, and not even that one will annotate more than half the parcels.
Any suggestions?


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