In visual studio each time we rebuild and test an ArcGIS Pro add-in one should update the <Data> tag. If you want to test outside of the Visual Studio Development Environment this is required to ensure ArcGIS Pro actually is running your new code vs. a cached version.
This need to update the config.daml multiple times during the development work during the day is tedious. Recommend a code snippet or Sample be made available to support this. For example, see attached.
*Added Error checking to Program.cs