Opera has often used classical literature as a means of expressing the most vital concerns of the period in which the operas were written. Sing Sorrow explores the classical roots of many noted operas, illustrating the ways in which the operas reflected the political concerns of their time through these ancient narratives. In particular, though female opera characters are often regarded as victims, they are actually quite heroic, frequently shaping their own destinies.

Each chapter provides background and historical context, examines the relationship between the opera and the original work of literature, and suggests what the music contributes to the interpretation. Through the lens of the classics, Sing Sorrow approaches opera from a unique aesthetic and cultural standpoint, giving a new perspective to both opera and its literary and dramatic ancestors.