This is all true and insider trading law always feels to me like it's being strung together in real time any time the boundaries are tested.

In practice, many executives of companies with a significant portion of their wealth tied up in stock will not sell as a tax mitigation measure, and instead borrow using their holdings as collateral to service their cash needs, so the question comes up less often than perhaps it otherwise would.

Moved to Boston a couple years ago during the pandemic and was worried about the news circulating at the time about their shady practices, but decided to move forward with it anyway. I'm a happy customer 2 years in and have heard anecdotes that they've been better about letting go of contracts, so hopefully they've been chastened by the prosecutorial hammer.

I'd just be careful about signing an annual commitment as those typically are very hard to break before full term.