Your post raises many issues and I express no view on most of them.
However, you seem to be confused about one important point, so I reply to this thread to correct that potential misunderstanding.
In general, a court can issue a judgment against a defendant that exceeds the defendant's net worth. Indeed, "compensatory damages ... do not implicate the net worth of the defendant" and will be awarded based on the amount of compensation to which the plaintiff is entitled under the law.
Ji v. Bose Corp,
626 F 3d 116, 120 (1st Cir 2010) (quoting an unreported district court order). It is surprisingly difficult to find any other authorities that explicitly state that proposition, perhaps because it is so obvious.
The defendant's net worth can be relevant to punitive damages under Florida law, but that doesn't change the fact that the overall judgment can exceed the defendant's net worth. See, e.g.,
Young v. Becker & Poliakoff,
88 So 3d 1002, 1006 (FL 4th D Ct App 2012) (discussing principles of punitive damage awards under Florida law).
The fact that the defendant does not have much in the way of assets will not prevent the court from issuing a large judgment (if the case demands it). Indeed, large judgments appear to be a frequent factor in bankruptcy proceedings. E.g.,
In Re American Natural Resources,
No 15-80355-TRC, 2015 Bankr LEXIS 2403 at *16 (Bankr Ct ED OK 2015) ("[
I]t is not unusual for a judgment to precipitate the filing of bankruptcy.").