This paper outlines two different wholistic approaches, namely systemic theory and mystical Kabbalah. Both theories describe wholeness, as opposed to dissectional analysis, and the abstract totality of diverse realities. Key ideas of systemic theory, complexity theory and chaos theory, as well as the Universal Mystical Heritage of Humankind, the Kabbalah, are being explored. This exploration helps to reveal resemblances and differences. The comparison of the two approaches deepens our understanding of the interconnectedness and wholistic nature of reality. It challenges our perception and habitual heuristic to relate to the internal and external world. It requires that we incorporate and experience reality rather than think about it. Finally, the comparison helps us to integrate seemingly disparate points of view.