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If your party has a gunslinger, if they've built, bought or captured their own cannon, or if you're running the Shackles as a Commonplace Guns setting, then you might need to toughen up the Filthy Lucre to keep things challenging.
One way to do that is to give Kerdak's crew a Puckle gun. Eleven chambers of 1.25 inch (32 mm) bullets should encourage PCs with low-to-moderate hit points to keep their heads down. If need be, give the gun crew a spellslinger, and bring on the Magic Bullets. For even more fun, the Filthy Lucre could have two Puckle guns, mounted fore and aft, to generate a nice crossfire.
I'm thinking that 2d10 damage (like a double hackbut) should be about right. Cranking the weapon from one chamber to the next could be a move action, allowing it to fire once per turn (maybe faster, in the right hands).
Does anyone else have ideas for keeping the Hurricane King and his ship challenging against a well-equipped, gunpowder-savvy party?

Adam B. 135 |

I can also advise that just adding a few dudes, even if they are like level 12-14 to the encounter with npc gear could help a lot. I doubt a level 12 barbarian will wipe the party, but they can certainly threaten most PCs even at that level.
Also a Wyrm Sniper:
http://www.d20pfsrd.com/classes/base-classes/gunslinger/archetypes/paizo--- gunslinger-archetypes/wyrm-sniper-gunslinger-archetype
and a siege mage:
http://www.d20pfsrd.com/classes/core-classes/wizard/archetypes/paizo---wiza rd-archetypes/siege-mage
with a few random smucks helping them could be awesome gunner's for the Filthy Lucre

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My group is near the beginning of Raiders of the Fever Sea, so it hasn't come up yet in our game.
I discovered the Puckle Gun (a real prototype that never went into production) while researching flintlocks, and I thought it would be a great weapon for Bonefist.
When the players do reach him, there's a chance that all of his cannons may be more set decoration than threat, so I wanted him to have a big, intimidating gunpowder weapon to use on board his flagship.

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I'm thinking about splicing some of the combat abilities from the Stormwrack (D&D 3.5) pirate prestige class into the Shackles Pirate prestige class. That should help, anyway. As it stands, I kind of agree with Adam B. 135, Shackles Pirate isn't very impressive.
I would be interested in seeing what you come up with, KarlBob.