Ana Montes appeared to be a model employee of the Defense Intelligence Agency. Known to her coworkers as the Queen of Cuba, she was an overachiever who advanced quickly through the ranks of Latin American specialists to become the intelligence community’s top analyst on Cuban affairs. But throughout her sixteen-year career at DIA, Montes was sending Castro some of America’s most closely guarded secrets and at the same time helping influence what the United States thought it knew about Cuba. When she was finally arrested in September 2001, she became the most senior American intelligence official ever accused of operating as a Cuban spy from within the federal U.S. government.