> If the trades hadn’t worked out, the losses would have been swift and total. Zero-day options don’t forgive bad timing. The entire $2.5 million could have evaporated by the close of trading. Even with SPY shares, any unexpected reversal would have meant millions in losses.
This has exactly been Taleb’s strategy. Buy option where the writeoff is small when wrong and the payoff huge when correct. As described in the post, the ratio was 1 to 25. Also it was likely that the market would go through huge shifts because the policy is so unpredictable.
So it is not impossible that someone figured that it would be possible to just buy these calls for the whole month. As long as one was a hit, the trade would not make a loss. And given the volatility, at least one would be a hit in this month. These short option bets are truly not such strange ehm options in these volatile times.
So I would like some data about whether similar options were bought on other days in similar volumes.
Having said that, I do find the evidence very strong and it’s reasonable to assume that this was insider trading. I personally suspect someone at JPM or Ackman. They said they “convinced” Trump so maybe Trump said in a meeting that it would probably happen and they immediately bought the calls.