First of all, how do you define success with women? I think there are specific areas and skill sets here and there.
I define success with women as "flowing" with them socially. (no, sex is not part of my definition -- flowing is)
My particular stickling point is I can't appear to relax around hot women and simply appear too guarded and formal and get envious of other guys that appear to have that natural flow -- they jive with attractive chicks, make them laugh, you can see there is this flow. When you see this flow, then you know this guy probably has an easy time getting laid because he's already giving the women a fun time and they are opened to him.
So, do I actually "try" there. I would say no simply for the reason I am so much into a stiff "cop-like" persona that I wouldn't know where to start. It's like I'd try to start a convo with one or two questions, appear stiff and formal, and the lady would either say "what?", or think I'm business-like or confrontational, when I'm trying to build rapport. If I did make a woman laugh (I have an e-book on humour too), then that would make me feel like I would have an easier time getting that flow and her thinking that I'm a cool person.
But, hey, maybe I'm just looking for the right woman -- but it would be nice if I could also have that "flow".