This chapter starts with an exploration of what underpins a Thinking Environment approach to coaching supervision. The Thinking Environment is a way of being more than a way of doing. It offers people an easeful, non-judgemental environment that enables them to think for themselves, gaining clarity, generating new ideas, overcoming limiting assumptions that are blocking them and making well considered decisions for optimal outcomes. It looks at the role of the coach supervisor in this context, and how the practitioner might prepare themselves to work congruently with the approach. In the Thinking Environment the supervisor will be considering throughout: ‘How far can the supervisee go in their own thinking before they need mine?’ Notwithstanding the supervisor’s duty to ensure the welfare and safety of the supervisee’s client and of the supervisee, the supervisor needs to not only know, but to feel it is true, that they add more value through their Attention than they do through their input. The chapter closes by looking at what else should be considered before working with the techniques, approaches, enquiries and experiments that follow. In this chapter there are three ‘techniques’ written by one contributor.