Do you think there is a reasonable chance the class action will be settled in the next 12-18 months?
Yes. And if it doesn't settle, there is a reasonable chance of a trial concluding within that timeframe. Of course, if there is a trial any judgment won't be final during that timeframe, as an appeal would probably take more than a year itself.
It is in Prosper's interest to settle, as is the case in pretty much any non-frivolous class action, because the potential damages from a trial are ruinous. Prosper's worst case scenario is that it could be ordered to repurchase every defaulted P1.0 loan, and pay interest on that money to lenders as well. Aren't net defaults around $40M? So that could be a $50M hit, which would almost certainly bankrupt Prosper (unless its insurer and/or the individual defendants had to pay most of that).
If so, do you think the insurance company will have to cover the judgement?
I have no idea. Certainly Prosper's victory over its insurer in the coverage dispute is a good sign for Prosper, but it really doesn't answer the question, because an insurer's duty to defend is much broader than its duty to indemnify (i.e., pay the judgment). How the insurer sees the answer to that question will determine how much money it kicks in towards a settlement. Another interesting dynamic is the diverging interests between Prosper and its Officers/Directors who are individual defendants. The latter (especially people like Chris Larsen, who were likely the hands-on people making the decision to illegally sell unregistered securities (per the SEC)) will presumably strongly want Prosper to settle, eliminating the possibility that they will personally wind up on the hook for paying 8-figure judgments, while Prosper itself may decide it is better to roll the dice.