With our fifth annual guide to making money, we sought advice from a Nobel-winning economist, the papa of all bears, a guy who plays an investor on TV (and actually is one in real life), a diehard gold bug, and possibly the wackiest venture capitalist in Silicon Valley. Included in their advice: Never invest in anything that eats. Go big or go home. Hunt for companies with huge barriers to entry. Buy gold. Oh, and start building a nuclear fallout shelter—fast.
Interviews by David Berman, John Daly, Darcy Keith, Brian Milner, Sean Silcoff and Shirley Won

The famed Yale economist’s research led to warnings about the dangers of both the dot-com stock mania and the debt-inflated U.S. housing bubble. At 68, Shiller—who won a share of the 2013 Nobel Prize—is still seeking to explain why people and markets behave the way they do.

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The 62-year-old founder of Winnipeg-based Sarbit Advisory Services has spent 25 years running U.S. stock funds—using a Buffett-inspired value approach—and now oversees $1.5 billion in assets.

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Don Coxe is chairman of Coxe Advisors LLC in Toronto and provides strategic advice to several commodity funds. A historian by training, he has been engaged at senior levels in global capital markets through every recession and boom since the onset of stagflation in 1972 and has managed both bond and equity portfolios.

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At age 56, Draper is one of the grand middle-aged men of Silicon Valley finance—he founded venture capital firm Draper Fisher Jurvetson in 1985. His most successful early investments have included Hotmail, Skype and Baidu. Over the past year, he has been a prominent buyer of Bitcoin.

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Lundquist became manager of the Franklin Bissett Canadian High Dividend Fund in 1998. She now co-manages it with Les Stelmach, and they aim to generate regular income from a portfolio with a large weighting in energy stocks. At times, that has been tough—like when world oil prices plunge.

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Rosenberg made his formidable reputation as an early and consistent bear. When he quit Merrill Lynch in 2009 to return to Canada as chief economist at Gluskin Sheff, he raised eyebrows for switching to the buy side, where chronic pessimism can be bad for business.

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Mamdani oversees one of the largest hedge funds in Canada—RBC Global Asset Manage-ment’s $1-billion PH&N Absolute Return Fund, which has a 10-year annualized net return of 15.6%. That’s almost 1,500 basis points better than the HFRX Global Hedge Fund Index.

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Schulich, 75, spent 22 years with Beutel Goodman in Toronto and co-founded Franco-Nevada, a gold royalty firm acquired in 2002 by Newmont. His foundation has donated $300 million so far.

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By the time Leech retired from the Ontario Teachers’ Pension Plan at the end of 2013, after six years, it had become a global leader in private equity investing, with assets of more than $140 billion.

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Chilton, 53, is an entrepreneur and bestselling author of The Wealthy Barber. He’s also a cast member on CBC’s Dragons’ Den, where he has closed more than 20 deals.

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