Following four decades of involvement in the majority of aspects of leadership, by identifying, qualifying, training, consulting and developing pioneers, to serving, like a pioneer, for all organizations (large and small), I’ve frequently been asked, what I believe, to be, even the most significant factor of principle, of leading effectively. I’ve discovered, and learned, whether it is possible to teach someone, and supply them with the needed and necessary skills, to proceed, wisely, an individual has to begin the process, having a certain sort of mindset, and also attitude. If this had to be summed – up, only, and of course, it would be, one has to be guided by the core principle, todo, what’s ideal! Keeping that in mind, this article will try and briefly examine, consider, and talk, together with the mnemonic approach, why understanding human character. And/ or that which makes us, that which we do, is important and relevant. It is vital to move in a righteous fashion, without being self – righteous! Just how could one understand what is relevant, until/ unless he pays keen attention, to both the advantages and weaknesses, and the advantages, as well as drawbacks? Leading must focus on being attentive to demands, goals, priorities, and the mission of the group! A pioneer is responsible for effective leadership planning, and seeking tactical and action plans, together with sustainability, and understanding consequences, as core components.