Trickster-like Dharma teachings in Tibetan Buddhism behave as a kind of shortcuts in the approach to leading people along the path of enlightenment. This essay collects three such teachings of different levels towards destroying illusions, i.e., Buddha’s silence, Guru’s paradox, and Ego’s kleshas. They are necessary as “an ace up the sleeve” for Buddha to destruct disciples’ metaphysical quagmire, for Guru to lead community toward perfect transcendence, and for individuals to attain self-consciousness.