dlthomas comments on SotW: Check Consequentialism - Less Wrong
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Maybe they're just sailing on their way to a ninja convention, when suddenly - bam, pirates!
(Laughing.)
And the pirates board the ship trying to take the loot when suddenly the ninjas casually slaughter all the pirates, board their ship (the pirates probably crippled the ninja ship before boarding) and sail the pirate ship away.
Mind you I'm still giving an idiot ball to all the ninjas for sailing in a ship that isn't heavily armed.
I think the group with practice winning naval engagements would more likely win the naval engagement.
And by this you mean the Navy vessel that is transporting the ninjas would more likely win the naval engagement? (The engagement that the pirates would never initiate because they are experienced in not picking fights that they will lose).
Or are we still talking about the landlubber ninjas who have never learned to sail that are for some reason trying to sail themselves across a sea for conference purposes? I'm imagining them up in the rigging comically trying to sail and needing to use all their ninja agility to dodge the yardarms that are swinging around wildly as they try to figure out which way they are supposed to pull the ropes...
Basically, pirates can beat ninjas if they load up their cannons with idiot balls for ammunition and the ninjas eagerly run out to catch them.
International ninja conferences would be fun, though. (Once the transportation difficulties were ironed out.)
Most people are landlubbers. Most landlubbers going on a voyage would be on a passenger ship, not a navy vessel. I see no reason either of these wouldn't apply to ninja. In this particular situation - one or several ninja on a passenger vessel raided by pirates - I expect the pirates to win. Of the circumstances where ninja and pirates would be in the same place at the same time, this seems to be the most likely where the pirates would have the edge.
I suggest that the reference class 'most people' is the wrong reference class from which to make predictions about ninja tactical decisionmaking.
I think you overestimate the importance of ninjas to the people who command navies.
The reference class of "most people" is a better starting point than maximum entropy. Particularly in light of the fact that significant visible differences of behavior would work against the whole secrecy thing.