I'm certain you can't answer this in great detail, but when you say "multiple seasons" could be possible do you mean of content updates and expansions for Wrath of the Righteous specifically? Would that be separate from the possibility of Owlcat adapting more Pathfinder Adventure Paths in the future?
I have high hopes about getting to sail a pirate ship around the Shackles in one of your games someday!
Content updates for Wrath so far. As for the rest, time will tell. Don't have much info to share on that yet except that the closest new project yet to be announced is not Pathfinder. But if you love Pathfinder, I'm certain you'll be excited by that as well :)