Hi Niels,
I just found a possible solution for now. 🙂 Every time I open AP (or switch to another software), I lose the pen pressure sensitivity, and like I said earlier, I needed to draw a lot and hoped that the pen pressure would work. It’s kinda random, unfortunately. But as I kept on testing AP, I found out that by adding a blank drawing would get the pen pressure to work, so whenever the pen pressure isn’t working, I just need to add blank drawing and pen pressure is back, working. It’s quite time consuming since I need to erase my previous drawing but for now I think it’s okay with me. I just need to get used to it while it’s still in Alpha test. Just wanted to relay my experience.