In 1889, Dresser started his first business. Dresser & Co. "advanced money to manufacturers and sold silks on commission, and had representatives in Japan, China, and England." Dresser's next business interest was the
American Asiatic Steamship Company, and he served as its vice president. He was elected president of the
Merchants' Association of New York in 1901. Under his leadership, the group distributed a circular about the corruption of the
New York City police department and of its leadership, saying it was "an injury to every interest in the city." A newspaper had high hopes for their success, observing, "Men like Daniel LeRoy Dresser can not be threatened with moral blackmail which these many years have served to terrorize Tammany's enemies." In January 1902, Dresser and the secretary of the Merchants' Association, met with President
Theodore Roosevelt to discuss the need for a new post office in New York. In April 1902, Dresser sent a letter to Roosevelt that mentions an investigation into silk frauds. In January 1902, Dresser became a founding director of the newly formed
Trust Company of the Republic which was organized "to loan money to farmers throughout the country on warehouse receipts as security, and, when its resources will not permit of such loans, to become a headquarters for the negotiation of paper of that character." The Trust Company had $1 million in capital and $500,000 in surpluses. Dresser also served on the board of its associated
Security Warehouse Company, which planned to build warehouses across the United States to store the cotton, rice, and raw materials received from the farmers. As president of the Trust Company, Dresser authorized loans to form the USSC, with Young's promise that his company would earn $250,000 in bonds, $67,000 in cash, $700,000 in preference shares, and $700,000 in common shares. Thus, when USSC failed, it also brought down the Trust Company. Dresser had convinced his brother-in-law to purchase 100,000 shares of USSC at a time when Vanderbilt has spent most of his inheritance creating
Biltmore Estate. Its assets were $750,000 and its liabilities were $1,250,000, with some forty creditors. Those accused of the scheme were USSC associates Charles J. Canda, Horace W. Ganse, Charles S. Hanscom, E. W. Hyde, John S. Hyde,
Lewis Nixon, Henry T Scott, and Irving M. Scott, with Dresser from the Trust Company. He obtained a discharge from bankruptcy on March 5, 1907. Dresser claimed that false representations totaling $15 million were made to him when he was asked to underwrite the USSC bonds. The judge said the directors' claims that Dresser did not bring the loans to the board for approval did not remove them from responsibility as they would have learned of Dresser's reckless loans if they had been performing their duty as directors of the company. Dresser always maintained that he did discuss the loans with the board, gaining their approval before seeking funding. On July 23, 1914, a western mining company named Dresser in a suit for $29,927 for a mortgage; however, the case did not come to trial. On April 21, 1914, he was the defendant in another case filed by the Japanese firm Madawaya & Co. for promissory notes totaling $200,000. In October 1914, he lost a court case of $200,000 to the Ichi Takayami Company of New York City. Near the end of his life, Dresser patented a steam generator that he claimed would save fuel. However, he was unable to attract investors to bring it to market. ==Personal life==