When he was 14, he started getting tutored in Latin and Greek from pastor to prepare for entrance to Yale College. He enrolled at Yale just before his 16th birthday, and he spent his senior year studying with Erza Stiles, Yale's president. While he was at Yale it was during the American Revolutionary War, and because they were running out of food, and attacks by the British, a bunch of his college classes were in other towns. He was in the Connecticut Militia. His father had mortgaged the farm to send Webster to Yale, but now he was on his own and didn’t talk to his family.
He taught for a little while at a school in Glastonbury, then he got a full time job as a teacher at Harvard. In 1781 he passed the bar examination, but because it was the revolutionary war he could not find a job as a lawyer. It has been said that he then went into depression He got a masters degree from Yale for giving a dissertation to a graduating class from Yale, and later that year he opened a private school in Connecticut that was a very big success, after 3 years he closed it and left town many say because of a failed relationship. He started writing articles for a big New England newspaper about the American Revolution and saying the separation from Britain was permanent. He then founded another private school for rich families in Goshen, New York, and by 1785, he wrote the Blue Backed Speller, a spelling book for elementary schools. Money from the speller allowed Webster to spend a long time working on the dictionary.
Webster married Rebecca Greenleaf and in 1793, Alexander