In Mexico he started several businesses including cotton brokerage, real estate firms, silver mines, merchandise outlets, warehousing, and a shipping company that carried passengers and goods from the Gulf Coast up the river as far as Rio Grande City. Once down in the valley area, Stillman was partnered up with Jose Morell. The both of them established retailing outlets and founded one of the first textile factories at Monterrey. Stillman, in the 1850’s, had some mines between Laredo and Monterrey called, “Vallecio Mines.” The mines produced more than four million dollars of silver and lead and then Stillman sold their stock to the New York Stock Exchange.

The Mexican War had been in progress during this time and Richard King along with Mifflin Kenedy joined Stillman in the transport company hauling American troops up the river and supplying them they’re weapons, ammunition, etc. America defeated th

Between the years 1862 and 1865, Stillman, King and Kenedy transported Confederate cotton to Matamoros under contract for payment in gold. Stillman bought a good amount of the cotton and sent it to his textile complex at Monterrey. He sold even more cotton though in New York through his mercantile firm, “Smith and Dunning.” The United States was a major purchaser; they purchased to as much as 18,851 dollars worth of it from Stillman. A supplier of his was Thomas William House and a George W. Brackenridge from Texas purchased a good amount of the cotton.

Stillman married Elizabeth Pamela Goodrich from his hometown, Wethersfield, Connecticut on August 17, 1849. He built a remarkable home in Brownsville in 1850 and lived in Brownsville and New York City until 1866 when he permanently moved to New York. He survived there for nine years when he finally died on December of 1875.

By the time the war ended, Charles Stillman was one of the richest men in America. He was smart with his money and made investments in the National City Bank of New York, which was later controlled by his son, James Stillman. He also supplied Brakenridge with 200,000 dollars to help him establish th

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