Well how does organized crime in real life do it? They seem to have some success, heh... (just looking at proven strategies...) Not to be flippant; I mean, what has worked in the past?
For that matter, why divide the org in the first place? Seems to me that something like that might fracture us, and introduce opportunities for internal conflict. I'd say, umbrella or 'as few divisions as reasonably possible' will stave off any ego or pride issues down the road. I'm not saying zero divisions, of course, but I just want to make sure we have them for the right reasons.
If any "groups of playstyles" are natural competitors, like piracy and bounty hunting, I honestly feel like WITHIN THE ORG, they should be tied together and forced to find a way to coexist. Either survival of the fittest kicks in, and the weaker group disintegrates, or they work that shit out, and become greater than the sum of their parts.
Example: (both groups compromise) say (pirate) scouts or (hunter) escorts find an unescorted merchant. On one hand, the pirates want to plunder. On the other hand, the hunters want to protect the merchant. They collaborate: use the merchant as bait for other pirates, and wait for other pirates to attack. Other pirates will doubtless have brought cargo ships to haul the merchant's goods. Then our pirates & hunters work together to spring the trap and loot the other pirates. If ransoms are the trade, then ransom the pirates back; or collect the bounty. The payoff is that due to the death mechanic, pirates are going to be more likely to have nicer gear for protection. Sure if the merchant is Hull C or higher then the cargo might be worth more, but in these cases they would most likely have an escort. If not, then the hunters might have to compromise & turn a blind eye while the pirates do their thang; but if other pirates show up, then it's on like Donkey Kong.
Point is, both groups give a little, and as long as neither gets impatient or greedy, we can all have fun together, and due to having higher numbers, possibly reap even greater rewards. And for those who just want to watch the world burn, well, you still get your destruction fix on the pirate v pirate combat & boardings; likely with greater challenge, too since you will be opposing other pirates.
I know, I'm crazy for suggesting this... :) But seriously, thoughts?