> And it's bullshit that you can reliably make money of such low probability options. Even if you do, you never put $2.5 million on something with a huge probability of ending in a complete loss, these deep out of the money options are essentially lottery tickets.
Nassim Taleb: "I was effectively short volatility. [...] I would have been harmed by small movements. I was set up to be harmed by small movement and gain if the move continues to something very large." [1]
He also described in one of his books that this strategy works because on most days you will lose money, and most people psychologically don't like that. But you have to ignore that and keep betting until you suddenly make a lot of money.
In case you don't know Taleb and would like to point out that he probably is a fraud, please note that his books and articles have been cited 39946 times according to Google Scholar. See also his Wikipedia [2]. Although I am aware that these are all popularity-based metrics, I unfortunately don't have a better metric available. I invite you to read his books for yourself and make your own decision on his credibility.
> I do buy slightly OTM options and it's barely profitable and even so I think mostly out of pure luck. No way would someone have done this trade without inside info.
Okay if the discussion is whether this particular trade was unlikely I can agree, but your "No way" makes no sense to me.
Taleb's point seems more to be that he saw a mispricing and traded on it one day, rather than anything profound regarding option pricing, unless I am missing something. Anyway, it has little to do with what's being said in the article.
I guess because the article is talking about insider trading through the use of options and your point on Taleb is how he traded options like any option trader would.
I should be clear that what you seem to think ties these together, i.e:
> given the volatility, at least one would be a hit in this month.
I don't actually believe to be true. It's not like these options aren't being priced somewhat accurately. There could be insanely high volatility and all that needs to happen is for the price to go up instead of down for none of your options to "hit."
Nassim Taleb: "I was effectively short volatility. [...] I would have been harmed by small movements. I was set up to be harmed by small movement and gain if the move continues to something very large." [1]
He also described in one of his books that this strategy works because on most days you will lose money, and most people psychologically don't like that. But you have to ignore that and keep betting until you suddenly make a lot of money.
In case you don't know Taleb and would like to point out that he probably is a fraud, please note that his books and articles have been cited 39946 times according to Google Scholar. See also his Wikipedia [2]. Although I am aware that these are all popularity-based metrics, I unfortunately don't have a better metric available. I invite you to read his books for yourself and make your own decision on his credibility.
> I do buy slightly OTM options and it's barely profitable and even so I think mostly out of pure luck. No way would someone have done this trade without inside info.
Okay if the discussion is whether this particular trade was unlikely I can agree, but your "No way" makes no sense to me.
[1]: https://youtu.be/pavjXIkARS4
[2]: https://en.wikipedia.org/wiki/Nassim_Nicholas_Taleb