21. Gaglardi Family
Net Worth: $3.92 billion
Change from 2017 Ranking: ▲10.4%
Major company holdings: Northland Properties
The Gaglardis—father and son team Bob and Tom—are on a bit of a tear in terms of their global expansion. Last year they opened the first Moxie’s restaurant outside Canada, followed by another one this year, and this past May they announced plans to build a £20 million (about $33 million CAD) hotel in Aberdeen, Scotland. These recent moves add to their massive portfolio of businesses which include 55 hotels (Sandman and Sutton Place, along with B.C.’s Revelstoke ski resort) and some 170 restaurants.