# Cole Wilcox

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Cole Wilcox on The Power Law of Investing | #584

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…

Statement Risk

On episode 197 of The Compound and Friends, ⁠⁠⁠⁠Michael Batnick⁠⁠⁠⁠ and ⁠⁠⁠⁠Downtown Josh Brown⁠⁠⁠⁠ are joined by Cole Wilcox, Founder, CEO and CIO of Longboard Asset Management to discuss: all things trend following, using systems to overcome emotion, technical analysis, Nvidia, the new generatio…

Episode 203 - Rushmore of Punchable Faces, Big Blue beats #6, Cole Wilcox to the Show, HS & CFB Football Review, & Buy/Sell

This week on the PayneCast: Late Tennessee/Georgia game reaction Robert Redford Cole Wilcox to the Show MLB playoff picture High school football review College football review Rushmore of Punchable Faces Buy/SellBe sure you leave us a review and a rating. You can follow us on Spotify, Apple Podcas…

#45 - Cole Wilcox, CIO, Longboard Asset Management on Stock-Level Trend Following, Real Diversification, and When to Hit the T-Bill Brake (recorded 10/13/25)

Cole Wilcox, Chief Investment Officer at Longboard Asset Management, discusses how to identify investments that may provide true diversification versus those that simply appear to. He also explains the difference between trend strategies and momentum approaches, and how stock-level trend following …

Cole Wilcox: How To Engineer A “Never Die” Portfolio

Cole Wilcox, Founder, CEO, and CIO of Longboard Asset Management, joins The Blunt Dollar to unpack the core ideas behind his 25-year investing journey rooted in disciplined risk management, long-term thinking, and trend following.If you're exploring how to invest, curious about what it means to hav…

Episode 209 - Rushmore of Corporate Logos, GHSA & TSSAA FB Playoffs, Chilimauga, College Football, Wilcox to Mariners, & Buy/Sell

This week on the PayneCast: Cole Wilcox to the Seattle Mariners Dale Murphy to the HOF? Craig Pritchett resigns at Ridgeland TSSAA FB Results/Playoff Picture GHSA FB Results/Playoff Picture College Football Review Chilimauga Results Grateful Gobbler Rushmore of Corporate Logos Buy/sellBe sure you …

Why Superstitions Are Killing Your GAME!!

Hosts welcome special guest Cole Wilcox and touch base on pickleball superstitions.

129: From a $5M Cold Call to a $1B Comeback: Cole Wilcox of Longboard Asset Management on the Fundraising Grind and Founder Resilience

Everyone loves a success story, but what we don’t talk about enough is what it costs to get there. And what it’s like before the money is wired or anyone cares.  Before all of that, there was a guy with a phone, a thesis, and a long list of people telling him no. That guy was Cole Wilcox. In this e…

Turtle Talk Podcast – Episode 010: Stocks, Outliers, and the Geometry of Trend

Join Rich Brennan and Jerry Parker for Episode 10 of Turtle Talk, joined by special guest Cole Wilcox, CIO of Longboard Asset Management. No Adam this month, but a deep, wide-ranging conversation covering classic trend following, equity outliers, diversification myths, and why individual stocks ma…

THE PODCAST IS BACK

The podcast is BACK and this time with special guest Cole Wilcox covering the lastest in Week 4 of the College Football season. Enjoy!