Here's an important twist on being "Cool And Thoughtful" -- being Cool And Capable. Being "capable" is a natural extension of this definition of "cool," for in order to become capable, both in your own eyes and the eyes of others, you have to be engaged with whatever you may be facing. Being capable implies a willingness to lean into the kinds of experiences and situations that build new capabilities, new skills; becoming capable requires being a yes to experiences that will expand your perspective and grow your wisdom. To build new skills, you have to be willing to make mistakes and hungry to turn them into learnings; to be a yes, you have to embrace ambiguity and the knee-jerk fear that can come with it (this is what Pema Chodrön calls "groundlessness").
Being Cool And Capable is an applied understanding of being Cool And Thoughtful: if being thoughtful is about deepening a practice of mindfulness and conditioning yourself to imagine the world looks to others, being capable is about being in action in a way that grows your ability to make a difference with whatever it is that you think is important.