Micromegas said:
In my experience, usually guys worth $250 million don't bother sending text messages, threatening, or stalking.
They just light cigars with $50 bills and laugh.
As one of the ruling class, why bother getting involved in this kind of stupid shit with your girlfriend?
If this story turns out to be true, then the OP is seriously lacking IQ.
Dude: if the police/courts/etc. can't help you, and you're finding actual BUGS, call the FBI. And that's after you've hired two armed 24 hour personal security guards for you and your girl. Apparently, if the settlement number is true, you can afford it.
Still. Something fishy here...
Not all obscenely rich people act the same way. While the whole situation we are looking it is largely secondhand information and our analysis is conjecture...
Imagine for a moment a person that really can't give up a grudge. He is mentally unbalanced to some point where he either doesn't know or doesn't care that his actions are not resolving the situation, and/or are causing severe harm to other people. The only thing that matters is what he wants and that he gets it.
Now let's assume that profile fits the stalker described in the OP. Let's assume that this profiled person, of someone who doesn't give two shits about other people, has millions of dollars to spend just being a huge dickhead. He lost not even 1% of his Net Worth in the lawsuit, whats to stop him from spending about the same amount just making someones life miserable because in a way, he is a big crybaby throwing a tantrum?
However, a quarter billionaire crybaby throws tantrums differently than your average People Of Wal-Mart 5 year old, in that he can throw millions of dollars into making someones life miserable, whereas the little kid can just at best wreck up half an aisle, soil the floor and bite random passerby.
Did I mention that they have a vastly increased capacity for their hissy-fit, in the form of a rather large disposable income?
OP, assuming this is true, the best thing to do would be to go to the police station, with your girlfriend, or if you aren't comfortable with that, get a police escort there. Bring as much documentation of all this as you possibly can. Explain it in full, sit down with an officer. Get them to find out how he is doing that. What he is doing is grounds for assistance from the FBI, or at least a heavy police involvement, including a security detachment. If you are in danger and you tell the police about it, they have a responsibility to keep you safe.
If he is hiring a PI or someone else to spy on you, chances are it will be fairly difficult to find out who/how. It is their job to watch you without being watched. Rather than go that route, if the police were able to monitor his communications, that would probably be a much easier/faster way of doing that.
I've received death threats in the past, and I've known plenty of unstable people. It isn't any laughing matter.
If this is what you are going through, you have my sympathy, as it is an incredibly stressful situation to be in.
If you are making this all up, then that's pretty shitty of you.