9. Richardson Family
Net Worth: $6.55 billion
Change from 2017 Ranking: ▲10.1%
Major company holdings: James Richardson & Sons
James Richardson & Sons Ltd. has a long history of counterintuitive business moves. In the face of weak oil prices last year, the company expanded its energy infrastructure holdings with the $1-billion purchase of a pipeline system in Saskatchewan through one of its subsidiaries.
The company isn’t solely focused on commodities. In partnership with True North Sports and Entertainment (in which David Thomson has a stake), the Richardsons are undertaking a $400-million mixed-use development in downtown Winnipeg.