This stuff happens because there isn't an exec approval process...
Here’s my take which happens to agree with the parent commenter: the incompetent executive is responsible for the actions of this engineer and (in this hypothetical) the incompetent executive allowed their business to be destroyed by something which was easily avoidable.
People calling for companies to be dissolved are pretty likely to be calling for an orderly process (if they weren't interested in an orderly process they'd likely be talking about using violence on the executives or shareholders or whatever).
It's not like I have secret income the IRS isn't aware of. And for people who do have secret income, they'll either voluntarily report it or won't.
do you not make mistakes, or do you not work with anything that matters?
the US criminal justice system, which isn't very popular, seems to be more tolerant to human error than you.
Who receives the fine?
* The Tax Prep companies? That would be fair: they are obligated to handle private user data in a responsible manner
* The ad tech companies? That would not be fair: they didn't want the data, didn't know it was being sent, and almost assuredly didn't use it for any kind of ad serving, measurement, or optimization.
If I send you a video camera and tell you to put it in your retail store and stream me the video and you put in your changing room and send me the data and I don't tell you to stop, am I free from liability?
More to the point, if companies are required to forensically analyse the hashes sent to their API endpoints to check they haven't received anything sensitive, the internet in its modern form would essentially cease to exist.
Alternate analogy: an IoT thermometer vendor sells you a device to track temperature in your room, but you decide to stick it up someone's butt. Will the IoT vendor know the temperature reading is personal and rectal? Should they be held liable for not proactively attempting to scrub-out numbers which may represent gluteal climate?
Try telling a cop that you didn't mean to buy fentanyl with your other illegal drugs.