20. Michael Lee-Chin
Net Worth: $3.95 billion
Change from 2017 Ranking: ▲21.2%
Major company holdings: Portland Holdings, National Commercial Bank (in Jamaica).
Lee-Chin, a civil engineer by trade, landed a job as a financial adviser in 1977 after struggling to find work in his field. He quickly moved up the ranks in finance while delving into the investing world, starting with growing a $500,000 loan from the Continental Bank of Canada to $3.5 million in four years. He put $200,000 of his earnings toward purchasing mutual fund company AIC Canada, which had holdings of about $800,000. Today, the company controls over $6 billion in assets.