Edward Wilson, the only witness to his father's suicide and member of the Skull and Bones Society while a student at Yale, is a morally upright young man who values honor and discretion, qualities that help him to be recruited for a career in the newly founded OSS. His dedication to his work does not come without a price though, leading him to sacrifice his ideals and eventually his family.

Cuba, 1961: 250,000 volunteers taught 700,000 people to read and write in one year. 100,000 of the teachers were under 18 years old. Over half were women. MAESTRA explores this story through the personal testimonies of the young women who went out to teach literacy in rural communities across the island - and found themselves deeply transformed in the process.