Intentional serendipity is a powerful technique to have new ideas and to test our thinking skills. It requires not only being comfortable with uncertainty but to search for it. It’s a delicate balance between preserving ourselves and our interests while opening to the chance by creating opportunities intentionally. As human beings we have in our nature both the adventure spirit as well as the one of surviving and so avoiding exposure to dangers. That is why it requires an effort to go beyond our comfort zone while minimizing risks. Iterative incremental approaches are useful to form a habit to experiment, continuously. Nobody would self-impose pain or lethal risks, and a healthy attitude towards experimenting, evaluating, and reflecting on the outcome of our trials is an effective push to self-growth.