H.W. Caylor was primarily a self-taught artist. From a young age he was constantly drawing with crayon or charcoal. He took his first job as a cowboy at the young age of twelve. He worked in Kansas, Colorado, Utah, Arizona, and New Mexico, as a cow puncher and itinerant artist. Around 1890, he moved to Big Spring, Texas and from his modest savings from painting he purchased a horse drawn wagon. He and his wife lived several years in that wagon until 1889 when he was able to purchase a half section of land. From this point, Caylor pursued both of his great passions, ranching and art. The Heritage Museum is pleased to display one of the largest collection of H.W. Caylor paintings in the Caylor gallery.