The young man had no money; it was necessary for him to devote himself for a time to some profitable occupation. He was eighteen years old, but he was willing to turn his hand to any honest work, and his vivid imagination inspired him to work hard so that his future hopes might be realized. All of the business activity of St. Paul centred on the levees along the river, where merchandise brought up the Mississippi by boat was unloaded for shipment by ox-teams to the outlying settlements.

Hill was attracted by this kind of business. The position of shipping clerk in the office of the agents of a steamboat company was open, and he grasped it. The work was varied: he received incoming and outgoing freight, ran the warehouse, inspected its contents, kept an open eye for new business, and when labor was scarce, helped the men load and unload the steamboats. On this early experience was to be built the great triumph of coming years.

Not content with performing well his daily work, young Hill spent his evenings largely in studying the more technical and theoretical aspects of the transportation business and the possibilities, dependent upon adequate transportation, of the development of the great unexplored Northwest. Moreover, he saved his money, realizing that a time would come when his savings, however small, might prove vital to the grasping of an opportunity.

The year 1864 marks the close of the second period of his education. The great Civil War had torn the country. Hill, eager to serve his adopted land, had tried to enlist; but an accident in childhood which had resulted in the loss of an eye made it impossible to pass the physical examination. Although just beyond his majority, the boy had become a man in more than years. His steady attention to his work and the long hours of study had put him into a position from which he could now step fearlessly forward. He was a man of affairs.

The practical business knowledge and the business relationships which he had formed made him desire to be more completely his own master. It was not that he was tired of clerking; it was rather that he realized that the time had come to strike out for himself. To this resolve his young wife, Mary Theresa Mehegan, whom he had married in 1864, lent all her power of love and encouragement. A true partner in all her husband’s plans, Mrs. Hill shared every struggle along the path of success.

The young business man became interested in many things. Far to the north was the great Red River country, and he began to identify himself with the traffic which was carried on between this territory and St. Paul. He developed his warehouse business; he became a dealer in salt, coal, cement, and lime; he transferred freight, and, above all, he studied the developments of railroading, with a realization that in the freight-car and the locomotive was the secret of the transportation of the future. Fuel particularly interested him, for he believed that, as the railroad train would supersede the steamboat, so would coal supplant wood as a motive power.

A year after resigning his clerkship, he entered into the first of the many partnerships which he formed during his life. His savings were now an asset of real value, and the $2500 which he had put by made the partnership possible. The partners planned to do a general transportation, commission, and storage business, and in 1866 he began his enlarged activities.

The following year Hill secured a contract with the St. Paul and Pacific Railroad Company to supply it with fuel. It was his first real introduction to the railroad business, and on it were based the labors and successes of the coming years. The railroad in the Northwest was still in its infancy; transportation depended largely on the rivers and lakes.

During the next few years, Hill studied the transportation problems of the Northwest with constantly increasing faith in his belief that, by means of adequate transportation, it was possible speedily to develop this vast region for the use of man. More and more the idea appealed to him. His romantic vision led him on in his thoughts far beyond the boundaries which surrounded the mental vision of his fellow citizens, and his years of study and varied business experience enabled him, step by step, to turn his dreams into realities.

Steadily the railroads had extended westward from the Great Lakes. The end of the Mississippi River transportation was within sight. But from St. Paul to the rich lands of the Red River only the clumsy carts and the lake flatboats carried the merchandise which the settlers required. Present needs of adequate transportation were great; future requirements were enormous beyond comprehension. Hill went into the problem, and soon had a regular line of boats, carts, and steamers operating between St. Paul and Winnipeg. The empire-maker had begun to build.