This chapter examines the long-held belief that Arnold Schoenberg endured dire financial hardship for most of his life, due in large part to his unwavering and highly principled commitment to modern music. Schoenberg can be compared to Mozart with regard to his money woes: both composers apparently struggled to support themselves and their families and were tragically under-appreciated and under-compensated during their lifetimes, despite the enormity of their artistic significance. In each case, however, the situation is more nuanced: for both composers, money came and went, for a variety of reasons. In the chapter, the popular mythos of Schoenberg’s ‘perpetual insolvency’ is contextualized and challenged by considering his constantly changing personal and professional circumstances, and the different ways in which he earned money.