In Los Angeles there are hundreds of private flights per day, and wealthy people pay for hangar space. It may well be possible to stalk someone this way, but I don't think it's such a foregone conclusion.
It's also conceivable that a very wealthy person with a flair for hype and dramatic gestures would stage an event as a demonstration or object lesson; we know of celebrities who have done just that is a misguided attempt to solicit public sympathy.
I am not suggesting this has happened; it's just one of numerous possibilities, and I point it out to point out that it's no more irrational than other plausible allegations.
Zero sympathy here. I'm actually more upset that there appears to be a "hush hush, pay to anonymize" program, and that it isn't rolled out as a default. Billionaires do not deserve exclusions from the baseline risk profiles everyone else endures.