Surf, I don't know what it's like to manage $$billions. Chances are extremely high that I never will.
That said, I do know this much: you NEVER sell bullish premium when VIX levels are at >10-year low extremes. EVER
There is nothing in one's favor on that side of the trade. Extrinsic value is laying flat on the basement floor. You are pocketing pennies versus dollars when volatility inflates, as it surely will one day.
If one is compelled to place a bullish bet selling low vol, better make sure it is a small position that expires <b>sooner than later.</b> The longer you expose your low-vol (low gamma per se) bet into the unknown future places odds of probability that much higher for the market to mean-revert volatility extremes. If even for a little while.
It's not that VN had market direction terribly wrong. He did have totally wrong belief that it would continue to be a straight line higher away from his puke point. Bad bet.
Never sell bearish premium with VIX >30. But... that mistake is somewhat better than selling bullish premium with VIX near freakin' 10. Anyone who understands how gamma and extrinsic expansion both work clearly understands those fundamental basics.
Bottom line, that specific trade may/may not have worked. An untold number of them may have worked before. Eventually, it is an absolute certainty that one fatal market move will come along.
There is never any question about that fact. Walking thru a minefield can make one a temporary hero. But eventually, there does come one last step.
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My sincere regards as always, surf. Best Holiday Wishes to you and annaland
