Ann Sieben, aka the Winter Pilgrim, is a mendicant pilgrim and a founder of the Society of Servant Pilgrims. Over the last 13 years she has walked 43,000 miles through 55 different countries. In this episode, we discuss her pilgrimage origins, the development of her identity as a 'mendicant' pilgrim, and her crossing of the Darién Gap. Special attention is paid to her notable expertise in North American pilgrimages, with particular emphasis on the St. Rose Philippine pilgrimage in Missouri, USA.