After having learned to weave, Rylands became a small-scale manufacturer of hand-looms, while also working in the draper's shop which his father had opened in St Helens. He displayed a "precocious shrewdness" for retailing, and in partnership with his two elder brothers expanded into the wholesale trade. So successful were they that, in 1819, Rylands' father merged his retail business with theirs, creating the firm of Rylands & Sons. At its peak, the company employed a workforce of 15,000 in 17 mills and factories, producing 35 tons of cloth a day.