Ok, so I have the layer (File Geodatabase Feature Class) I want to upload to ArcGIS Online displayed in ArcGIS Pro 2.3.2 with symbology defined (symbology has not changed recently). I then right click on the layer name in the table of contents, go to Sharing --> Overwrite Web Layer. The Overwrite Web Layer box pops up so I can choose my folder and layer I want to overwrite in Portal. I choose the layer I want to overwrite and click ok. Then I get a box that pops up warning me that if I overwrite the web layer, all of its associated data and popups will be lost...etc. I have always gotten this warning and it never affected anything negatively so I just click OK.
The Overwrite Web Layer configuration pane opens and I leave the defaults as I always did: Use the item description from the web layer, Shared with the appropriate groups, etc.
I click Analyze and then Publish. Once that is done I reload my Web App. I used to immediately see my changes and pop-up was still configured properly. Now I am getting a message:
I then log into my ArcGIS Online account and open the web map that the web app is using and get this error message:
Then I look at the Contents window and see that the water lines layer has completely disappeared from the web map.
This is when I have to manually re-add and configure it.
I think I captured all the steps here. Hopefully someone can help.