I dont think anyone ever knows where they stand in this regard. The advice to try to not anticipate would seem to be advice against worrying about or trying to know here you are in this regard. The only thing we can do is work hard at gathering knowledge and applying it in our lives. As it has been said, "it is not where you are that counts, but who you are and what you see", and as Ark says, to increase who you are and what you see requires lots of hard work, hard work that leaves no time for worrying about where you are.
This is also perhaps the essence of faith, and faith in the process.
Anyway, the answer as I see it is hard work.