I hope things work out for you with the GTD on Outlook system. I am setting a lot of the GTD system aside for the moment (I got the luxury to do so these days) while working on improving my mindfulness.
It comes in many shapes and forms such as deleting files, throwing away paper, getting rid of old items that I am emotionally attached to and even food. I recently found out that I am sensitive to some types of food like grains. Excluding it entirely from my diet has changed me in several ways, but it is a difficult change nonetheless.
One of current and dominant issues have been the "want it now" mentality. Expectations are thus impossible and I easily would disappoint myself in different ways due to it. The same with the GTD system. I expected more than what I was able to do. In that regard I have to move on, even forgive and forget mistakes because it only becomes additional baggage that is holding me back.
It is almost a bit strange how the lust for implementing a system like GTD has revealed sides of me I did not even think about before. You live, you learn.
Perfection is continuous improvement of life quality.