Benincasa was Catheirne’s oldest brother who belonged to the woolworkers guild. The three brothers, Benincasa, Bartolomeo and Stefano, inherited their father’s wool shop after he died. In 1368 the three brothers were elected to the Defensores (protectors) but did not hold that position for a full year according to Sienese documents. In 1370 after the Dodici fell from power they applied for Florentine citizenship and opened up a shop. The Benincasa family ran into serious financial troubles, in 1373 they sold all their properties in Siena. Furthermore, according to Suzanne Noffke the Florentine merchants, “petitioned the Commune of Siena to force Benincasa, Bartolomeo, and Stefano’s heirs to pay an outstanding debt.”1 It is clear after the Dodici fell, whom the Benincasa family was aligned with, their standing in the community fell drastically, Catherine aside. It is an interesting dynamic to unfold, the men in the Benincasa family become discredited, Catherine remains the golden child of Siena and often brought in to save the city.