Have you thought about what signal to look out for when trend following cease to work? Series of losses?
I think this is a great question, but I am afraid I do not have the perfect answer for it.
Firstly, I don't think it is possible to predict how trend following strategies will perform in the next 12 months or the next 10 years. The only information we have is how they have performed in the past.
I know some of the more successful CTAs and a few of the original turtles have made adjustments to their systems over time since the 1980s. Those that have adjusted towards a longer time frame have done much better than those who stick to trading short term trends. Nonetheless, trend following hasnt done well in the last 2 years.
So maybe the answer lies in how they were able to, and why they decided to tweak their systems. Maybe they were tracking multiples systems of different time frames and systematically allocated more to the long term systems which started to perform better along the way.
Secondly, although trading a few systems will help you diversify away strategy-specific risk, it is still a tradeoff. Investing in multiple systems means you will never be a great outperformer. Because ideally you would allocate 100% to the best trend following system you have.
Lastly, since there is no perfect system, I think we shouldn't focus on building a perfect all weather system. I think we should find comfort in how trend following has remained valid and relevant for decades, settle with a system that is current (mid-to-long term), and just focus on risk management.
Trade small so that you have the best chance to stay in the game, and aim to reduce drawdowns as much as realistically possible without hurting your expected CAGR.