Richard Brennan joins Niels for a conversation that redefines how trend following is understood. Behind the shared language lie four distinct archetypes - each built around a different purpose. Richard walks through them with clarity, then unpacks the trade-offs: static sizing vs. vol targeting, symmetry vs. asymmetry, speed vs. patience. A real-world portfolio test drives the point home... some strategies don’t just prefer diversification, they depend on it. This episode is about design, but more than that, it’s about alignment. Because in a field crowded with performance metrics, the most important question often goes unasked: what exactly is this built to do?

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50 YEARS OF TREND FOLLOWING BOOK AND BEHIND-THE-SCENES VIDEO FOR ACCREDITED INVESTORS - CLICK HERE

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Episode TimeStamps:

01:58 - ChatGPT5 is on fire

06:04 - The AI revolution could be the end of humanity

14:23 - Industry performance update

19:19 - An overview of what topics this episode will cover

21:23 - The decisions that really matter in trend following

27:10 - The 4 archetypes of trend following

34:05 - Its not about facts, its about objectives

40:09 - 1st debate: Diversification vs. concentration

48:52 - 2nd debate: Absolute momentum vs. cross-sectional momentum

50:21 - 3rd debate: Volatility targeting vs static small bits

54:02 - What trend followers sometimes get wrong about volatility and position sizing

57:48 - 4th debate: Symmetry vs asymmetry

01:02:00 -...

SI361: The Four Faces of Trend Following ft. Richard Brennan

Top Traders Unplugged