Despite its progressive nature, it lasted for three years, until John fell ill. In June 1838 he started a small school with the help of his brother John. He found that he was no disciplinarian and resigned after two shaky weeks, after which he worked for his father in the family pencil-making business.

Graduating in the middle ranks of the class of 1837, Thoreau searched for a teaching job and secured one at his old grammar school in Concord. There he was a good student, but he was indifferent to the rank system and preferred to use the school library for his own purposes. Upon graduating from the academy, he entered Harvard University in 1833. In 1828 his parents sent him to Concord Academy, where he impressed his teachers and so was permitted to prepare for college. Even when he grew ambivalent about the village after reaching adulthood, he never grew ambivalent about its lovely setting of woodlands, streams, and meadows. Though his family moved the following year, they returned in 1823. Thoreau was born in 1817 in Concord, Massachusetts, the third child of a feckless small businessman named John Thoreau and his bustling wife, Cynthia Dunbar Thoreau.

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