44 Princess Street

Thomas Ryan & Company

Thomas Ryan moved to Winnipeg in 1874 and made a name for himself importing boots, shoes and rubber goods from England and the United States. Originally called McFarlane and Ryan, he went on to take over the business with his three brothers and constructed Winnipeg’s first all-stone building at 492 Main Street to sell their wares. 

The business quickly expanded with branches in Edmonton and Calgary, with Ryan dubbed the Shoe King by contemporaries. Outgrowing his original location, and a second he constructed at the corner of King Street and Bannatyne Avenue, Ryan built a seven-storey warehouse at 44 Princess, which was the tallest wholesale block in the city at the time. However, in 1928, upon Ryan’s retirement, operations ceased and the building was sold to new owners.