The professional associates and friends of Mr.
Gore were the leaders of the Boston bar when it had many distinguished men whose names hold high places in the history of American law.

Among them were Theophilus Parsons, Chief Justice of Massachusetts; Samuel Dexter, the ablest of them all, fresh from service in Congress and the Senate and as Secretary of the Treasury; Harrison Gray Otis, fluent and graceful as an orator; James Sullivan, and Daniel Davis, the Solicitor-General.

All these and many more Mr.Webster saw and watched, and he has left in his diary discriminating sketches of Parsons and Dexter, whom he greatly admired, and of Sullivan, of whom he had a poor opinion professionally.
Towards the end of the year 1804, while Mr.Webster was thus pleasantly engaged in studying his profession, getting a glimpse of the world, and now and then earning a little money, an opening came to him which seemed to promise immediate and assured prosperity.

The judges of his father's court of common pleas offered him the vacant clerkship, worth about fifteen hundred dollars annually.

This was wealth to Mr.Webster.With this income he could relieve the family from debt, make his father's last years comfortable, and smooth Ezekiel's path to the bar.