“First train with masters and pupils, eventually train with peers.”
Interpretation: This saying invokes the context of tai chi, but can be applied to other fields as well. It means that when you first start training, the distinction between master and pupil is relevant and important. You begin as a pupil learning from a master, and eventually become a master teaching pupils. But, if the training is effective, then the difference in skill between people who train together will diminish over time so that you will become the peer of your masters, and your pupils will become your peers. Be skeptical of any master-pupil relationship that persists over a long duration.
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