Alannah Weston has had a varied professional career, trying her hand in a number of roles. She never really had to work at all, though - the Weston family are one of the richest in Canada, and her share of those riches is somewhere in the region of eight billion dollars. Perhaps wanting to forge her own identity away from her family, she's established herself as a serious businesswoman in England.
Initially, she was a writer, working as a journalist for Vogue, Tatler, and the Daily Telegraph before she got involved with fashion as Burberry's head of press. She migrated onto the business side of Burberry's operations, and eventually accepted a position as creative director for Selfridges; the largest chain of department stores in Europe and routinely recognized as the best in the world. The appointment wasn't a complete surprise though; the Weston family had just bought the company.