Trust is a cornerstone for coaching. Trust is the confidence that each party in a relationship will act in ways that benefit or at least not harm the other. It involves reliability, integrity, and the belief that promises will be kept (Morgan & Hunt 1994). It is common to hear the phrase ‘Trust Yourself’, and one starts to wonder how it fits with the definition stated earlier. Moreover, how do I trust myself? Plus, what happens when I do that? What additional layers of trust exist in the coaching conversation?