I just can't seem to get it to stay connected to gimp...I am a painter too, and it gets a bit frustrating.

Zeo, I did assume it may be my tablet but I am able to use other programs, like Windows Journal, totally fine w/ sensitivity. I am using windows 7, and when my tablet is plugged in, there is a little icon to the left that lets me write and it turns it into text, and it always has pressure sensitivity. I have installed the latest drivers, I have a Wacom Intuos, and so the latest are on their website. The only thing that works constantly for me is to unplug my tablet, close gimp, plug it back in and open the .exe for the wacom drivers and then to re-install, then after reset, gimp has sensitivity again.