Dr. Couch, Sr., father of the late Dr. J. E. Couch, was the first physician in Simpsonville. Dr. Harrison settled east of Simpsonville on the Bettie road, but later moved to Simpsonville. Dr. Winn ran the first automobile in Simpsonville. It was a little high-wheeled, buggy-like contraption, steered by a lever, but it would run. Bill Spencer settled a little way south of Simpsonville. He first built a little log house, but in a short time he put up a large house, built of hewn pine logs, which were plentiful. While Mr. Spencer was building his new house, and before he got it completed, he had to be away from home on business and was detained several times until after night. Mrs. Spencer being alone as night began to come and darkness gathered, became frightened, for the woods were full of wild animals and Indians. So she climbed up the wall of the new house and sat on the plate until Mr. Spencer came home, away in the night, Mr. Spencer raised a large family of boys and girls who became leading citizens of the communities where they lived.
A post office was established at Simpsonville at an early date. At first it was only a delivery point for the mail which was brought from Pittsburg about once a week. Some time later a regular post office was established, and as there was already a post office in Texas named Simpsonville, it was given the name of Thomas, for the active post master at that time. Mail is now brought into the community both from Gilmer and from Pittsburg, but still the post office is maintained.
Simpsonville grew into a considerable little country town. There were a number of stores, all of which did a good business. Woods Wright, Dr. Couch, Fletcher Morris, and Alf Morris all ran cotton gins nearby operated by horse power. Most of those gins were changed to steam power and continued to serve the public. Tom Spencer ran a gin south of Simpsonville. S. G. Dean, Dave Calvert and others operated stores here at different times. Calvin Reeves ran a blacksmith shop. A bank was established at Simpsonville in 1923 and continued to do business until it was taken over by the First National Bank of Pittsburg in 1927.
Simpsonville is in somewhat an isolated position. It isn’t felt so much now, however, as it was in the days before motor transportation and good roads. Goods had to be brought from Pittsburg, about 15 miles to the north, or from Gilmer, about the same distance to the southeast. At times, during the winter, the roads would become so bad it would be impossible for the merchants to get groceries hauled out. During such times the citizens would have to divide their supplies of staple goods, such as sugar or flour, until the roads dried.