Today’s guest is Cole Wilcox, CIO of Longboard Asset Management, a boutique asset manager specializing in alternative investment strategies.

In today’s episode, Cole walks through one of my favorite papers of all time, Does Trend-Following Still Work On Stocks? Hint: it does. Cole explains why you have to be a good loser to be a good investor, how power laws dominate the stock market, and the set up for trend following going forward.

(0:00) Starts

(1:46) Introduction of guest Cole Wilcox

(3:19) Cole's career and the basics of trend following

(7:43) Original paper on trend following

(25:26) Non-correlated investments and trade profitability in trend following

(32:14) Handling market corrections

(36:24) Tax efficiency and stop-loss benefits

(39:01) The importance of holding winners

(43:26) Bitcoin

(55:03) Cole's most memorable investment

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Past guests include Ed Thorp, Richard Thaler, Jeremy Grantham, Joel Greenblatt, Campbell Harvey, Ivy Zelman, Kathryn Kaminski, Jason Calacanis, Whitney Baker, Aswath Damodaran, Howard Marks, Tom Barton, and many more. 

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Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).

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