IIRC there's only type specific handling for SMS, email, Twitter and Facebook. And as said SMS, Twitter and Facebook are still merged to the same "type" at some point. All other types (so Situations, Android apps, ...) are handled the same and will get the same icon. So that's why you're getting a lot of notifications using the same icon.

So IMHO this is good enough for now, it does work. It just could split them into more specific types with their own icon. And another issue would be to get an icon for all the types. As the icons must be available on the Pebble Time. The watch contains a list of icons and we can only pick one of those. So getting an icon for an app like Situations is almost impossible.