Thoreau actually began teaching when he and his brother re-opened the Concord Academy. As a teacher Thoreau was interested in helping his students examine the world and their place in it more than trying to "teach" them things. He viewed himself less as a lecturer or a source of information and more as a facilitator, one who might encourage students to learn and find learning opportunities rather than distributing wisdom. He was actually asked to quit the school because he refused to flog students that were disobedient.
He continued as a tutor for several students and later began to travel as a lecturer as he continued writing and tutoring. His views on teaching continued to change but his main feeling that learning must be approached by the individual and that learning involved questioning more than it did telling answers did not change.