The overabundance of examples in Schoenberg’s textbooks can often be overwhelming. When one solution might have sufficed to illustrate a particular concept, Schoenberg offered many. It was not uncommon for him to compose multiple alternative endings and ossia measures for a single solution, often devoid of aesthetic evaluation, and sometimes of explanatory text altogether. Readers of his texts are familiar with this quirk, but what was the point of such tireless exploration? Schoenberg believed that, through this systematic exploration of possibility, his students would gain the tools necessary to grapple with the unique problems of their own musical ideas. In turn, this emphasis on self-reliance and possibility fostered precisely the stylistic and creative diversity that we find among Schoenberg’s students, from Anton Webern to John Cage. Schoenberg’s emphasis on possibility encouraged a diverse pedagogical legacy that includes film composers, serialists, music theorists and even a composer who late in life saw no contradiction in adding punk rock performance to her résumé.