This section covers Johnson’s later school years and his college years at Oxford. Johnson’s literary talent first shows itself during this time, and Boswell includes several examples of his early poetry.

At the age of 15, Johnson is sent to a school in Stourbridge, Worcestershire, where he assists the headmaster in teaching the younger boys. After a little over a year at the school, Johnson returns home where he is idle for two years, spending most of his time reading and lacking any “settled plan of life” (43). Boswell considers Johnson’s state at this time “very unworthy his uncommon abilities” (37), yet he admits that Johnson’s random and “desultory” reading habits fed his literary imagination better than a more structured course of study might have done.

Thanks to the promise of “a gentleman of Shropshire” (44) to pay for his tuition, Johnson is able to enroll in Oxford University, which would otherwise be beyond his father’s means. While at Oxford, Johnson shows his skill in writing Latin poetry; yet his “low spirits of melancholy” (55) return, leading to hypochondria and depression. At the end of three years, Johnson is running out of money and his Shropshire patron fails to supply more funds.