Every November, the Gertrude Stein Club elects officers responsible for the management, fundraising, and operations of the the organization. These officers constitute the Stein Club's Executive Committee, which helps facilitate membership activities including social and political events for Stein Club members and DC's broader community of LGBT Democrats.

Gertrude Stein was an American writer, poet, feminist, playwright, lesbian and catalyst in the development of modern art and literature, whose partner was writer Alice B. Toklas. While living in Paris during World War II, Stein and Toklas aided the efforts of the Allies and French Resistance by operating as supply drivers for French hospitals.