At the age of twenty, Douglas commenced, with the fairest prospects, the practice of law in the beautiful village of Cleveland, Ohio. Hardly had the paint on his “shingle” become dry, when a sudden attack of bilious fever prostrated him, and confined him to his room for months. He was thoroughly restless; he pined for action; and when his physician said to him, “Sir, if you allow yourself to fret in this manner, you will certainly frustrate my efforts, and die,” he replied, “Not now, Doctor; there’s work ahead for me.” Upon his recovery, he found himself in a situation such as would crush the spirit of ninety-nine men in a hundred. He was weak, with but a few dollars, with no friends, in a region of country that did not promise him health, and with no knowledge of other localities. He paid his debts and left the place. He wandered, literally, from town to town, until his means were gone and his strength well-nigh exhausted, when, on a bright Wednesday morning in the month of November, 1833, he reached the village of Winchester, Illinois.
In his head were his brains, in his pocket his cash resources, namely, thirty-seven and a half cents, and in a checkered blue handkerchief his school-books and his wardrobe. He knew no one there, he had no plan of action, and, foot-sore, with heavy heart, he leaned against a post in the public square, and for the first time in his life gave way to gloomy forebodings. He had, however, entered the town where his fortunes were to mend, his life to receive new vigor, and his successful career to begin.