03/06/2026
“What kind of conversations do I feel I will I be able to have with this person?”
…would be one of the most important things I’d be asking myself when looking for a coach.
Most coaches are trained to use a range of tools and worksheets and models, but you can’t train intuition, instinct, timing, or the click or the feeling you get when you know that you’ll be able to scratch under the surface and have some honest and confronting coaching conversations.
That kind of coaching work requires capacity to hold discomfort or uncertainty. They require that the coach doesn’t jump in to rescue mode or ‘let me give you advice’ mode. They require that a coach can intuitively feel in to when to hold back and when to share something about themselves…. and do it in a way that keeps it in service of the client and the coaching, instead of taking the narrative or power away from the client.
If you sense a coach can do that, that’s when you might get the sense that you’re going to be able to have some deeper, more mind-opening, challenging conversations that support more sustainable change to happen.
