I apologize. My comment didn't come across like I wanted.
My point is that unless I missed it, you don't seem to have an end goal that is framed in terms of pick up, do you? In other words, your goal doesn't seem to be to find a girlfriend, to have sex with a certain number of women, or any other goals where you can say definitively that it was achieved. Your end goal appears to be "making myself extraverted and social again" (from "Letting Myself Quit"), which is definitely a worthy goal and will benefit your life greatly. It is something that I need to work on myself.
We can go about personal development in two ways. We can make personal development the goal, or we can set a specific, compelling end goal that drives us to develop and improve in order to accomplish it. The end goal would be something that we can visualize or imagine as being accomplished -- something that is awesome and inspiring and has a distinct end point. I'm just suggesting that this might provide some additional motivation to keep improving. Then when we accomplish the end goal, we can set another one to keep improving.
I liked this quote from Scott Young. It's a great article.
If a goal doesn't require at least a certain degree of obsession, it's not a hard goal.