22. Apostolopoulos Family
Net Worth: $3.9 billion
Change from 2017 Ranking: ▲35.9%
Major company holdings: Triple Group
The Apostolopoulos family got the OK in this summer to go ahead with their casino and entertainment complex planned for Pickering, Ont., known as Durham Live. It calls for 200,000 square feet of gaming, 1,250 rooms at three different hotel concepts and about one million square feet of office space, plus nature trails.