This article invites readers to consider certain questions too rarely asked: What are we doing when we consider or fail to consider something or someone? What implications, especially theological implications, does our considering or failing to consider have for ethics as reflection on our moral lives? Finally, will considering our considering help us to become more considerate human beings? Three major figures from the Christian tradition—Bernard Lonergan, Bernard of Clairvaux (author of De Consideratione), and Thomas Aquinas—help us to answer these questions in ways that urge us to consider not only their own words and ideas, but also those of others, especially ourselves. As teachers, they also lead us to ask how consideration might become a more frequent focus of education, broadly understood. And in closing, the reader is asked to consider the possibility that everyone, in their serious questioning, or considering, is “theologizing” in a way.