I don't think James ever actually operated the distillery that is now Woodford Reserve. He had money problems and was forced to sell it to E. H. Taylor. The Lexington distillery was established several years after that and was the only distillery he ever operated. As for the number of brands, he may have had others, those three were just the best known. Pre-prohibition, distilleries didn't necessarily have a whole bunch of brands like some do today. The marketing of brands to the public was done more by wholesalers, to whom the distilleries sold in bulk. Many distilleries had no brands, as they were strictly bulk producers. The idea of one producer making and marketing many different brands, as Heaven Hill and Buffalo Trace do today, is a function of the way the industry changed after Prohibition and, more recently, of industry consolidation.