I haven't sent out a "raid" yet. But my setup is as follows.
1 Dwarf "Captain 1": Tactician+5, Leadership+5.
2 Dwarf "Captain 2": Tactician+5, Leadership+5.
3 Dwarf "Captain 3": Tactician+5, Leadership+5.
4 Dwarf "Commander": Fighter+3, Discipline+3, Teacher+3, Organizer+1.
The objective here is to train the dwarf captains Discipline and Fighter skills soon.
Observation is that Fighter 2 + Discipline 2 makes them spar sooner, thus faster skill gains.
Organizer+1 seems like an ok investment to have more "Lead Demonstration" going early on.
Tactician becomes flags as rusty in Dwarf Therapist even when in a full time training schedule.
5. Dwarf "Axe Teacher": Axe+5, Teacher+5.
6. Dwarf "Spear Teacher": Spear+5, Teacher+5.
7. Dwarf "Hammer Teacher": Hammer+5, Teacher+5.
These are also put in the Commander's squad to learn some Fighter and Discipline.
They will not teach Axe, Spear nor Hammer if the uniform does not have the weapon.
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For power leveling up Organizer skill, set each one as Manager.
And make all orders as single.
Instead of order 10 beds, I profile a carpenter's shop and order 1 bed, 10 times.
Dwarf Therapist does not seem to update the Organizer skill because I've seen Novice Organizer jump to Legendary Organizer even when there are multiple saves and load game in between playing.
In a span of 2 years, I have dwarfs that are Organizer 10, 13, 16, and even a 23.
Smelt 1 ore, make 1 bolt, and work orders to 1 process plant, 1 make thread, 1 cloth, 1 robe adds up fairly fast for the organizer skill.
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Question: So raids can be split into 1 squad each, and each raid captain will gain 500xp?