How can I succeed?

I know a man who's personal quest is t obe good at succeeding, and is always asking what needs to be done in order to succeed. Not in the Machiavelli sense, but in the practical wisdom sense (chokhmah). He will take steps to make an action plan, seek out people for advice and guidence, and determine how to evaluate his progress. The good thing is that this is applicable to a wide range of goals, so this is a good question to borrow from him.