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Re:GOP Rep. on cyber committee dumped MSFT shortly before $1... by samspenc on Wednesday July 14, 2021 @11:08PM (#27841016)
Yeah if the buyer exercised the right to buy the option, the seller has no choice, oftentimes it just "disappears" from their brokerage account and shares show up in the buyer's brokerage account.

It's also possible he planned to roll the option to a future expiry date, but forgot to get around to it, resulting in the option landing ITM (In the Money) which allowed the buyer to exercise their option to buy.

Re:GOP Rep. on cyber committee dumped MSFT shortly before $1... by chris11 on Wednesday July 14, 2021 @11:18PM (#27841053)
Details are kind of beside the point. Like you mentioned he could have had several trading strategies. He also could have changed his mind based on insider information. That's why I believe it would be much better to require politicians to file a public 10b5-1 type plan for investments.
Re:GOP Rep. on cyber committee dumped MSFT shortly before $1... by AmericanChopper on Wednesday July 14, 2021 @11:26PM (#27841093)
If you had insider information that you though would adversely impact the price of a stock you’re holding, selling OTM calls against it would not be a valid way to attempt to offload your position. The thesis put forward in the article for why this is a suspect trade doesn’t make any sense, and seems to intentionally be conflating selling stock with being assigned.
Re:GOP Rep. on cyber committee dumped MSFT shortly before $1... by pbourke on Wednesday July 14, 2021 @11:39PM (#27841152)
The point is “don’t be fucking around with options if you’re a US Congressman trading options in a company regulated by your committee”. I favor the broader “Don’t be fucking around with derivatives or single names if you’re a US Congressperson”