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I really want Price and Lizzie to interact in canon but not know who the other is (specifically in regards to Chip) Because I think 1) it would be angsty for Chip 2) It'd be interesting to see Price in a scenario being forced to work with someone on a peer level or even in a subordinate role (or at least pretend to) because so far we've only seen how controls others. 3) We could really get into which lines Lizzies is willing to cross in order to win against the Navy in a war and the character complexes of that.
And I know at the moment we're not sure if Price is still in that whole evil eye coma thing but it would be cool if he decided or was convinced to join the pirate alliance with Lizzie. Because it would be beneficial for Price and Lizzie if they ally.
For Price: He says he's a pirate but I think he's more of businessman and he cares more about his assets in the Dark Port and the near total control he has in that area than sailing with his crew. Man wants money and capitalist expansion and it would be way easier to expand his influence into the rest of All-Port if Navy didn't literally have the headquarters right in the city center. So a complete overthrow or at least disruption of the Navy would absolutely help him.
For Lizzie: She's not going to win this war as long as R.A.F.T remains organized and we know that the R.A.F.T building in All-Port is the nexus of communication between all the other R.A.F.T headquarters (and possibly also Undersea operations). Taking that location down would take Lizzie war effort from impossible to possible in my opinion. And Price is the only pirate that has managed to keep footing in All-Port at all. So using Price as an entry point to hit the Navy would make a lot of strategical sense.
And it would be really really fun and awesome (would be emotionally devastating and make me cry), if Lizzie, only after allying with Price, talks to Chip and introduces him to the allies she's gathered and Price is among them and like what they do with that.
Do Chip and Price pretend to not know each other?
Does Chip confront immediately and Lizzie loses her alliance and how she works around that?
Does Price sabotage his own plan in order to get revenge on Chip?
Does Chip tell Lizzie who Price is in private and Lizzie has to decided whether on not to keep this alliance? Or how would she decided to break the alliance, does she now have to plan to double-cross Price?
When Price finds out Chip is there; does he become a Navy mole in order sabotage Lizzie and hurt Chip by proxy?
Just a lot of horrible, horrible possibilities that I'm in love with.