Questioning the nature and implications of liminal instances necessarily involves failure if only in the specifically technical sense of entering spaces where prevailing criteria of success scarcely apply.
Start-ups make so many mistakes that the challenge to identify the root cause of a failure is tough. But believing in your own plan is probably the worst.
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There would seem to be a limit even for an art preoccupied with boundaries and transgressions beyond which a work reaches its breaking point and becomes an actual failure a mere experimentation.