The first author has believed all his life that he clearly understands the term “realistic and honest planning” in all situations, starting from many-times repeated tasks under absolutely stable conditions, and including the projects we have never seen before and have no idea whether they can be successfully finished at all. In some sense, in real life the minimal skills in realistic planning are paramount for survival—while we normally would not give any thought to the task of walking from bedroom to kitchen in our own house, we have to think seriously about getting across a busy highway. Undoubtedly, even though the meaning of the word “planning” changes considerably from task to task, it still remains planning: we are planning to achieve desirable results, irrespectively of whether we do it consciously or not. In this chapter we shall focus on business planning, while keeping personal planning at hand to highlight some standard problems that exist in business planning.