How likely is that? As you point out, he's not exactly a deep-pockets prospect.
Well, Uber has said they will pick up the tab for their driver’s defense now, but what protects people in general from being sued continually in civil court is that the person doing the suing would need to hire a lawyer willing to take the case in question, and then prove their case in court. That is an expensive proposition so it most often doesn’t get done unless the target of the suit has deep pockets. This law makes it very easy, and very profitable at $10,000 bucks a pop, to go after people not entitled to a court appointed lawyer (because it’s a civil case). If this methodological travesty flies, then there is nothing stopping the Left from doing the same thing with their ever increasing list of grievances.
They say that hard cases make for bad law, and generally that applies to bad precedents set in emotional cases. Here you have a case of someone intentionally doing that writ large.