In the fast-paced market of today, it is crucial to promptly respond to changes and consistently examine and adapt to new situations. In this discussion, we will explore serious topics such as system thinking and complexity, using the Cynefin framework as our lens. To add an element of enjoyment, participants will engage in games that will showcase the distinction between the defined (waterfall) and empirical (agile) project approaches. Our aim is to provide an interactive learning experience that will not only enrich our understanding but also offer an enjoyable and memorable experience.