Some thresholds go on longer than a walk. A marriage that is ending, a vocation that has quietly stopped fitting, a diagnosis, a move, a faith that has changed shape and left you without the words you used to use. These are the stretches where the old life is genuinely over and the new one has not started, and where most of the advice available is really an attempt to hurry you out of it.
This is a conversation that keeps going for as long as it is useful. An hour at a time, usually every two or three weeks, though people set that differently and change it as they go.
What actually happens in an hour
You talk. Jesse listens, and asks the questions that seem worth asking, and says what he notices. Sometimes he says nothing for a while. Nobody takes notes on you, nobody assigns you anything, and there is no plan being executed in the background.
What this is not
It is not therapy, and Jesse is not a therapist. If what is happening to you needs clinical care, he will say so and help you find it — that is not a rejection, it is the correct answer to some questions. It is also not coaching in the sense of goals and accountability. Nobody is going to ask you where you want to be in six months.
After you reach out
The first conversation costs nothing and decides nothing. It exists so you can hear what this is like and find out whether you want any more of it. If you don't, that is a completely ordinary outcome.