Yip arrived in Vancouver to work as a coal salesman, then as a bookkeeper, timekeeper, and paymaster for the Canadian Pacific Railway Supply Company.
Familiar with Chinese language and culture, Yip Sang was a valuable agent to the company in contracting labor from China.
Unlike most Chinese men of his time in working in Canada, who remained in manual labor due to racial discrimination, Yip was able to rise socially and economically and achieve success.
His daughter, Susanne, attended the University of British Columbia and was later Principal of Kwangtung Provincial Girls' Middle School in Guangzhou in the 1930s.
His son, K. Dock Yip, attended Osgoode Law School and was one of the few Chinese Canadian lawyers before 1947 and also a community leader in Toronto's first Chinatown.