William Whitewind is a born Bree-lander. He hails from the noble family of famous shoemakers, and as his ancestors before him he also became "one with a shoe". His great-grandfather was the oldest resident of Bree; he was 124 years old when he fell to sleep and never woke up. William remembers that he spoke with his great-grandfather in his earliest days and that every evening he heard another story about lands and peoples of long forgotten past. From his great-grandfather he learned that his family belong to the Man of the West and that his great-grandfather wed his great-grandmother who was Bree-lander and that after death of his father-in-law he inherited his shoemaking workshop and business. Even though residents of Bree did not like him, in time he became to like Bree and he decided to stay there with his wife and in time he became the most famous shoemaker of Bree. He often spoke to William and told him about their ancient ancestry, about isle-kingdom of Numenor, about Kingdoms of Arnor and Gondor and the war with the Great Enemy.

In time, as William was growing up, he began to follow footsteps of his father and became a shoemaker. Years passed and William was left alone, his parents died and his sister Myrta married in the village of Archet, and there were fewer buyers of shoes in Bree. William was forced to sell his workshop and with the money he earned he bought a small resident and a simple chestnut mare, Flower. He began traveling from place to place selling his shoes and became a traveling shoemaker. Once he was passing north when in distance he saw the ruins of Annuminas, the ancient bastion of his ancestry. He felt proud and sad in the same moment thinking about glorious past of his people and shameful decision of his great-grandfather. It was in that moment that he decided to return to his roots. After returning to Bree he immediately went to notary and took his great-grandfathers name, Numedal. He began making more and more shoes traveling to far places and selling them so he can gather enough resources to go South to the lands of Gondor a standing and last beacon of his people, for deep in his heart and minds he knew he was belonging there, with remnants his people.