On October 15, 1895, the committee met again to discuss forming a company there to manufacture the Oliver machines. Two days later at the next meeting, the committee reported that they are in favor of a typewriter factory in Racine. They believe the machine was superior to all other typewriters on the market at the time and congratulated Thomas Oliver on his invention. The committee’s report proposed the people of Racine subscribe and pay for capital stock of the company to be organized. Thomas Oliver and other stockholders would have to turn over the patents and good will for the new company’s capital stock. Twenty percent of this stock was to be spent as needed by the company. Thomas Oliver would receive a royalty on each machine manufactured and sold.

By December 6, 1895, the Wisconsin capitalists formed a plan rebuild the Scotford plant in Kenosha, Wisconsin (south of Racine) to use as the Oliver factory. The Scotford plant was two stories tall, 12,000 square feet, and would be equipped with a 50-horsepower boiler and engine. Fifty skilled machinists would have been initially employed, with operations to begin the following spring. Zalmon Gilbert Simmons, Sr., founder of the Northwestern Wire Mattress Company was funding sixty percent and thirty-seven percent was to be funded by the citizens of Kenosha. Only the remaining three percent stood in the way of securing the deal.

Before officially closing on the Wisconsin deal, Oliver and machinist Charles Fay went to Woodstock, Illinois, to seek out one more potential relocation opportunity. Two years prior in 1893, to attract more industry to the area, an 80-by-200-foot brick factory was built with capital raised by Woodstock residents for the Tappan Steam Pump Company. However, this company only lasted two years. In order to fill the empty factory and bring another major business into the area, a deal was offered to The Oliver Typewriter Company by the Woodstock Public Improvement Association. If Oliver stayed in Woodstock for at least five years and employed 150 workers by that time, the factory would be donated to the company. Oliver readily accepted this offer, and the Kenosha relocation plan was forgotten.

On December 29, 1895, The Oliver Typewriter Company was incorporated as a new stock company. On January 14, The Oliver Typewriter Company took possession of the Woodstock factory, and on January 16, Oliver's machinery was shipped from Epworth to the Woodstock factory. The Woodstock factory first opened with 80 employees, 15 of which were from the Epworth factory. Production was initially slow, but significantly increased over the years to come. By 1901, over 200 employees operated the factory, often working into the evenings to keep up production.

In addition to the eponymous typewriter, Oliver also invented other devices, including a cotton harvester. On Saturday, February 6, 1909, an improved cotton harvester prototype designed by Oliver was to be shipped from Chicago to Pine Bluff, Arkansas where it would be set up the following Monday. On Wednesday, February 10, Thomas Oliver would demonstrate his machine to government officials four miles east of Pine Bluff.

Unfortunately, the fate of Thomas Oliver took a different course. On the afternoon of February 9, 1909, Oliver and his second wife, Danish immigrant Olga Ottonia Christiane Nielson, arrived at the Argyle train station, part of the Northwestern Elevated Railroad. They were on their way to Pine Bluff by way of the Illinois Central Railroad. However, the pair never managed to board the train. Thomas Oliver suddenly collapsed in his wife’s arms due to heart failure at 56 years of age.

The following Thursday afternoon, the Oliver Typewriter Company held a memorial in one of the largest rooms in the factory for the late inventor. The superintendent, his assistants, around 1,000 employees, and several hundred citizens of Woodstock attended the memorial. On February 14, 1909, Oliver’s body was delivered to Graceland Cemetery in Chicago.