In 1984 it was a rental counter on St. Denis Street. By 2016 the last store was gone and the whole company lived online. Here is how two employees bought the place and turned closing stores into the plan.
Roots began with a shoe designed to make people stand differently. Five decades later, its harder trick is keeping heritage, comfort and Canadian identity useful in a fashion market that never stands still.

Maisie Willoughby is a British marketing executive who has served as Vice President and Chief Marketing Officer of Timberland since October 2023. A self-described 'non-traditional, creative-first' CMO, she trained in fashion photography at the London College of Fashion and built her craft at agencies including Wieden+Kennedy, Anomaly and Cult LDN before spending roughly five years at Alexander Wang, ultimately as chief brand marketing officer. At Timberland she has repositioned the heritage boot brand at the intersection of fashion, music and street culture, steering the 50th anniversary campaign for the Original Yellow Boot and the viral 'Je T'imbs' collaboration with Louis Vuitton that drove billions of organic impressions and a sharp lift in sales.