Thank you, your comment made me realize it was a change I made recently. I don't know if this is 2.9 related as I just updated, but looking at my layer list, parcels, which ends in 36 is layer 36 in my Pro document. I was sharing some items in our Enterprise Portal for another department and I remember changing:
and
Now, I'm trying to figure out how to keep the second setting UNchecked so that it doesn't error out every time I try to overwrite the layer.
Edit: after trying every times to get the last image checkbox to stay unchecked, I have been unsuccessful. I'm going to assume this is a bug in 2.9. I checked with another user who had 2.7 on their machine and that box does not exist so it was added sometime between 2.7.X and 2.9. It also seems to be redundant since the same check box exists when you right click the map and go to its properties in the table of contents.