This article is neither a record of success nor of unmitigated failure. It is a reflective description and evaluation of my experience, which I see as part of my own professional growth and which I share in the hope that it will be of help to other teachers. I should add the caveat that this reflection is happening much too soon for reliability. My standard line to students is that I judge my teaching by the condition of their souls ten years afterward (and I love it when they call to let me do that).Nearly three decades ago, I taught the book of Jeremiah in a Modern Orthodox high school. I identified ways that the text might challenge my students and planned my teaching around them.