Jupiter in the natal chart represents the urge to expand, explore, where one operates in a, 'big way', one's tendency to overdo, search for understanding and where you want life to be easy. The sign it falls in it reflects its character. Jupiter in Leo represents drawn to experiences that celebrate self-expression, releasing resistance that inhibits your creative flow, seeking a life that is playful and lighthearted and finding courage to operate as your total uninhibited self.