I try to anticipate everything, too. Then, when something happens, I can spring into action. It's the nature of my personality to be a planner. While I don't think it's obsessive, it does make me feel more prepared. I don't think I was analyzing everything when I began riding, probably was because I just followed what my DH was trying to impress upon me. I listened a lot and asked tons of questions. I had been riding for a while when I joined TE and I listened a lot then, too.
I am not a person who tries new things easily and I am somewhat risk averse. All of the women in my family, except perhaps my mom, were "afraid" of everything. I had to overcome a lot fear to do what seems like nothing to me now. All of the planning and analyzing helped me do that.