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The principles of motivation and creativity constitute key parameters of successful management and contribute significantly to productivity and efficiency. This chapter combines primary qualitative and quantitative data to investigate the subjects of motivation and creativity in the workplace and particularly in the context of leadership styles and hierarchy. The main findings of this research show that once both leadership and the wider hierarchical ladder institute employee motivation to the degree that employee job satisfaction is achieved, employees consequently and naturally become more creative. The research validates, for the first time, for Greece, the mainstream international theoretical arguments documenting the effectiveness of leadership and hierarchy in motivating employee creativity, also putting forward the resulting practical implications.