Webster was very close to his only sister Mable. Mable died early on and Web stated that he grieved the lost of his only sister for many years. Mable became ill while Webster was away working on the railroad. By the time he was able to return she had died and been buried. Webster being devasted by his sister's death ,quit his job for the railroad and took up farming. He never every left his rural home in Marion Co. Ms again residing for 70 years in the house that he'd built for his bride Daisy in 1926.