A teacher's relationship to power can create a lot of difficulty. Just because a teacher has a profound spiritual awakening does not mean he or she is psychologically mature or integrated or has knowledge about everything. Even with a problematic spiritual teacher, students still find their way. There are common threads of things that go wrong even in spiritual groups free of corruption or scandals. Enlightenment may not be a useful notion in our time. If there is no goal to reach, we are OK, undefined in relationship to that, and do not have to evaluate or project. The Indian psyche is radically different than the Western psyche. Trauma may open us to a need for something much greater. Psychiatric medication if needed and well used can support growth. The guru model as it has been imported and used has been problematic in the West. Abdicating responsibility to another can be a huge trap, as can an inner circle phenomenon of favorites and not favorites. Teachers can burn out students who have endless willingness to volunteer. Crazy wisdom has been an excuse for abuse. Psychedelics may have a role for some people for a period of time, but they are potentially dangerous. Spiritual bypassing is when spiritual ideas are used to avoid psychological work and developmental tasks. Trust in inner wisdom is often not taught by spiritual teachers. A teacher’s blind spot can be reflected in those around him. Life humbles and softens us over time. Systems of feedback can be useful for teachers, but many do not avail themselves of it. Listening to teachers is a very complex issue. Issues that can be problematic for teachers to get involved in with students are considered. Mariana Caplan, PhD, is a psychotherapist, consultant, and author of nine books in the fields of psychology and spirituality, including a forthcoming book about the global mental health crisis (https://marianacaplan.com).