June 5, 2026 8:38 AM

Reflections on a Complicated Teacher

Insight Under the Weight of Spiritual Authority

Lately, I keep circling back to a question: when a spiritual teacher crosses ethical boundaries, how do we tell whether what we are seeing is crazy wisdom, skillful means, an abuse of power, or something more? The question is difficult because unconventional, offensive, and even shocking forms of teaching do exist in certain Buddhist traditions. Not every breach of those norms can be dismissed out of hand as corruption or misconduct.

Among the modern spiritual figures I have read, Chögyam Trungpa Rinpoche is the one I find hardest to place.

Tibet to Oxford

Trungpa Rinpoche was born in Tibet and recognized in early childhood as the eleventh Trungpa tülku. He underwent the rigorous and systematic training of the Tibetan Buddhist tradition. His principal teachers—Jamgön Kongtrül of Shechen, Dilgo Khyentse Rinpoche, and Khenpo Gangshar Wangpo—were among the leading masters of twentieth-century Tibetan Buddhism. Dilgo Khyentse Rinpoche, in particular, was widely revered as a fully realized master and taught many eminent teachers, including the Fourteenth Dalai Lama. Trungpa Rinpoche later studied comparative religion, philosophy, and the fine arts at Oxford, where he encountered some of the most creative minds in Western intellectual and countercultural circles. This marked his first prolonged immersion in a world far from the monastery, the lineage, and the long training that had shaped him. 

Controversy and Real Influence 

And yet it was precisely such a man who became entangled in a string of serious controversies: marrying a minor, crossing boundaries with his students, and years of heavy drinking and drug use. Some will say this is just another case of a spiritual teacher losing control. Stories like this are hardly new to religious traditions.

Trungpa's Cutting Through Spiritual Materialism is no hollow book of guru aphorisms. It is a remarkably sharp diagnosis of spiritual vanity: the tendency to turn spirituality into a status symbol, a display of refinement, or one more way of strengthening the ego. The book does not comfort the reader so much as expose him. It has since become one of the most widely read works of Buddhism in the West. 

Shunryu Suzuki Roshi, one of the great Zen masters to bring the tradition to the West, also thought highly of him. As his student David Chadwick records it, Suzuki said in a talk: "That is why I respect Trungpa Rinpoche. He is supporting us. You may criticize him because he drinks alcohol like I drink water, but that is a minor problem. He trusts you completely." What gives these words their weight is not that Suzuki was blind to Trungpa's faults, but that he was not a man easily taken in by performative spirituality. What Suzuki may have seen, I think, was a fire in Trungpa. He did not pretend to be holy, did not flatter institutions, and did not let himself be confined by form. He refused to turn practice into something aesthetically pleasing and morally safe. Instead, he was willing to confront the confusion, desire, and spiritual predicament of modern life. 

Pema Chödrön, one of Trungpa's foremost students, moved through several stages in her understanding of him. She never took him for a morally perfect man, yet her trust in him, her gratitude, and her devotion to him as her teacher remain deep. What Trungpa gave her, as she tells it, was a way to face groundlessness—the condition of having no fixed place to stand: not leaning on outside authority, not even spiritual authority, but taking on the discipline of her own path in the midst of uncertainty. 

Crazy Wisdom and Its Precedents

Others read Trungpa's conduct as "crazy wisdom." On this view, real wisdom does not always come in a form that is gentle, proper, and easy to accept. At times it works through what is offensive, shocking, even destructive—breaking the student's grip on the ego.

This interpretation does not come out of nowhere. Buddhist traditions have long made room for skillful means (upāya): the Buddha taught according to the capacities and dispositions of different beings, rather than giving everyone the same teaching in the same way. There is a story, for instance, in which one of the Buddha’s relatives could not loosen his attachment to sensual beauty. Rather than overwhelming him with abstract doctrine, the Buddha worked with his desire, gradually drawing him onto the path.

In Tibetan Buddhism, the story of Milarepa and Marpa offers another classic example. Milarepa had committed grave misdeeds, and came to Marpa weighed down by remorse. Marpa put him through grueling trials—building towers and tearing them down, again and again—before transmitting any teaching at all. The story is usually read as a purification so severe that it borders on cruelty. 

The Question

So the issue here is not simply whether Buddhist traditions allow for severe methods, or whether every unconventional act should be condemned. The harder question is how unconventional teachings are to be interpreted, and by what framework that interpretation is made. If every exercise of a teacher’s power can be reinterpreted as “teaching,” then the source of suffering becomes dangerously unclear. Is the student undergoing practice, or is the teacher indulging himself? 

This question becomes especially complicated in the guru-disciple relationship. At the beginning, a student necessarily gives up some interpretive authority. The student is not yet in a position to fully judge the teacher’s intention, just as a beginner cannot always understand the logic of a lesson while it is being given. The surrender itself is not necessarily the problem. The danger begins when it is joined to the language of crazy wisdom and made absolute. 

At that point, it becomes a closed system that cannot be challenged. If you feel harmed, it means your ego is too strong. If you resist, it means you are still attached. If you suffer, it means purification is taking place. If you leave, it means you lacked the merit or capacity to receive the teaching. Each statement places the teacher’s reinterpretation over the student’s first-hand sense of experience. Each one quietly strips the student of the authority to speak from what they know.

The Direction of Pain

From the outside, both Marpa’s treatment of Milarepa and some of Trungpa’s conduct can appear severe, unconventional, even abusive. But I do not want to judge the intention by appearance alone, or by outcome alone: Milarepa eventually attained realization, while some of Trungpa’s students came away feeling harmed. To justify a method retrospectively by saying “it worked, therefore it was right” is too simple. The deeper difference lies elsewhere. 

In the story of Milarepa, Marpa’s severity did not bind Milarepa more tightly to Marpa as a personality. It eventually sent him away from the teacher and into his own practice. The pain had a direction: toward solitude, discipline, and independence. Genuine purification should make a student trust their own experience more, not less—their own pain, their own sense of the path—because what purification brings is this clarity.

Trusting one's pain is not the same as leaving whenever practice grows hard—severe but legitimate practice often requires passing through pain. What matters is narrower: that one's right to know one's own experience is not taken away. The pain remains real rather than being dismissed as if it did not count. 

Later,  when Pema Chödrön was asked in an interview to comment on her teacher’s conduct, she said that she did not know, and that she did not feel he could be understood within a conventional framework. I do not read this answer simply as a defense. Pema was a practitioner of real depth. Precisely for that reason, her “I don’t know” deserves closer attention. 

Sometimes, the more fluent a person becomes in the language of emptiness, groundlessness, and nonduality, the more easily they may suspend their own experience of being hurt, delaying its entry into the language of conventional ethics. But I cannot rule out the opposite: that she saw something real in him that did not fit the conventional frame. From the outside, there may be no way to tell these two apart. 

Structure, Hidden Power, Insight and the Several Forces

I think Trungpa is best understood through the whole arc of his formation and reception: a Tibetan tulku shaped by monastery, lineage, hierarchy, and long discipline, then received by a Western world hungry for spiritual intensity, personal charisma, and liberation from convention. After he came to the West, many of the structures that had once contained guru authority were weakened: the sangha, monastic discipline, and traditional community. What remained was his personal authority—a volatile mix of real insight and charisma, now with little to check it.  

Nietzsche’s analysis of the ascetic priest is especially useful here. Nietzsche never sees religious figures as standing outside power. The ascetic priest merely moves the will to power into another domain: he does not rule over land or armies, but over suffering, meaning, guilt, and redemption.The ascetic priest is not simply a sufferer among sufferers. He comes from among the sick, yet he is, in Nietzsche’s words, the “shepherd” of the sick herd. Precisely because he can organize their suffering, interpret it, and convert it into guilt, meaning, and salvation, he stands psychologically closer to a ruler than to an ordinary sufferer. Once a person holds the authority to interpret suffering, he also holds the power to rename harm. 

When I read Trungpa, I feel in his teaching a relentless drive to break through whatever confines the mind. This confinement may come from ordinary society, but just as easily from spiritual tradition itself. Reading his work often produces a strange sense of weightlessness. Ordinary morality, identity, tradition, and the mechanisms of self-protection seem temporarily suspended. That suspension can be powerful, because it loosens us from rigid frameworks. However, breaking through frameworks can keep from falling only when it is supported by heightened awareness, discipline, and community. Otherwise, one eventually returns to the ordinary realities of relationship, body, and ethical consequence. The boundaries that were temporarily suspended return with greater weight. 

Trungpa saw clearly how easily the self can reappear even on the path of practice. In Nietzsche’s words, man would rather will nothingness than not will at all. In a sense, his diagnosis is close to Nietzsche’s: both saw that human beings do not easily give up willing and grasping. The difference is that Nietzsche wanted to recover a more life-affirming will, while Trungpa wanted people to see through the grasping will altogether and let it dissolve.

And yet much of Trungpa’s conduct fell outside what crazy wisdom or skillful means could explain. There is a certain satisfaction in moral clarity: to say that a teacher was either a realized master or a corrupt manipulator. But the reality of a human being may be less clean than such judgments allow. Trungpa had real insight, and there seems to have been a genuine wish to help people see through their spiritual self-deception. But he also had power—the kind of power that can shape the meaning of another person’s experience. This may be why those around him found him so contradictory. He could be deeply compassionate at times, and at other times condescending and manipulative. Not because one side of him was false, but because several forces were at work in him at once—insight cutting through illusion, compassion trying to help, and power seeking an outlet of its own.