At fifteen the boy was “a homeless orphan, a sick and sorrowful orphan,” working for a saddler in Charleston a few hours of the day, as his health would permit. With returning strength he got possession of a horse; but his army associates had led him into evil ways, and he became indebted to his landlord for board. This he managed to pay only by staking his horse in a game of dice against $200, which he fortunately won; and this squared him with the world and enabled him to start afresh, on a better way.
Poor and obscure as he was, and imperfectly educated, he aspired to be a lawyer; and at eighteen years of age he became a law-student in the office of Mr. Spruce McCay in Salisbury, North Carolina. Two years later, in 1787, he was admitted to the bar. Not making much headway in Salisbury, he wandered to that part of the State which is now Tennessee, then an almost unbroken wilderness, exposed to Indian massacres and depredations; and finally he located himself at Nashville, where there was a small settlement,—chiefly of adventurers, who led lives of license and idleness.
It seems that Jackson, who was appointed district-attorney, had a considerable practice in his profession of a rough sort, in that frontier region where the slightest legal knowledge was sufficient for success. He was in no sense a student, like Jefferson and Madison in the early part of their careers in Virginia as village lawyers, although he was engaged in as many cases, and had perhaps as large an income as they. But what was he doing all this while, when he was not in his log-office and in the log-court-room, sixteen feet square? Was he pondering the principles or precedents of law, and storing his mind with the knowledge gained from books? Not at all. He was attending horse-races and cock-fightings and all the sports which marked the Southern people one hundred years ago; and his associates were not the most cultivated and wealthy of them either, but ignorant, rough, drinking, swearing, gambling, fighting rowdies, whose society was repulsive to people of taste, intelligence, and virtue.