This morning I talked about why "hope for the best, plan for the worst" was not a good long-term strategy for keeping yourself alive as a creative person and for preparing a perspective that fosters success. The careful observer will notice that I cheated with the text slightly, using "plan for the worst" set against "prepare for the best". Of course no sane person would plan for the worst, but sometimes preparing for the worst means the same thing; the language we use has a mighty strong influence over way our conscious and subconscious work together to make things happen.
Developing an outlook, a personal strategy for dealing with a challenge that has to do with how you deal with situations or people can be helped by a coach, providing you are a reasonably sane person. Not being sane is not a problem, but you should probably see a therapist or other qualified help. A good coach can absolutely help with developing an outlook that can help all the other areas you operate it. A coach is not typically an expert at decision analysis, heuristics and biases, or any of the other areas of decision making that are out there. Part of getting the most out of a coaching relationship is being clear about what your goals are.
Having said that, a coach can help you prevent feeding back over-rationality or other people's unwillingness to engage their creative selves into your most valuable commodity: your absolute clear knowledge of who you really are. You don't need a coach, though. You can figure it out by yourself, and most people eventually do. You save time having the right kind of help. A good coach makes sure that you are doing most of the work anyway. We are there to make sure you don't waste time, and have a partner in believing.
Plan/prepare for the best. Use a coach to save time. Use a decisions analyst for important financial decisions with long investment horizons. Know the difference, and enjoy yourself.