The 1369 is normally experienced when publishing a map image layer.
If you copy to a MIL then you package the file geodatabase and send it to the Server and it becomes a copy of the file geodatabase, so no edits are reflected.
If you reference a MIL then the server must be able to read from the file geodatabase you created the map from. If it's on the 😧 of your workstation then Server may (will) not be able to see it.
If you're trying to create a referenced Feature Layer, then a file geodatabase isn't really supported. A Feature Service has a dependency on a database like SQL Server, you can use Query Layers or a feature class in an Enterprise Geodatabase.
If you're trying to create a copied Feature Service to the hosting server then you're sending all the data from your file geodatabase to a managed database (simply) inside ArcGIS Enterprise. If your Enterprise validates, then you won't get a 1369 error.
It's hard to work out from the screen grab which ones of those are working/not working for you. can you expand please?
Scott Tansley
https://www.linkedin.com/in/scotttansley/