But why are they sending this data to a server? My best guess is that this helps them focus on what software people are using. This allows them access to the popularity of graphic applications. They get to see what percentage of users use say Photoshop vs [Other program here] - so they know where to prioritize integrations and testing.
But I'm not sure how much "integrations" or work with third parties Wacom does - the drawing tablets are following an api standard after all. But maybe wacom does work directly with application devs, I don't really know.
I doubt they're doing this to try to track individual users - even if there are ways to do it. That said I really wish they approached this with a more friendly "Would you like to enable some basic Telemetry to improve Wacom products - Yes, No" instead of a very unfriendly user agreement where they try to force it.