If this system works as intended, then any "officer" with a REAL officer type should get his appropriate skills set.
However:
This is to be investigated by @Levis as this goes completely against the whole purpose of the Levelling System!
However:
It certainly does not work for officers I hire from tavern tables, so it probably doesn't work for officer-type citizens either. Skills are not always related to the officer's advertised post and perks never are. In fact, the tavern table officers often have an even spread of skills and few if any perks.
This is to be investigated by @Levis as this goes completely against the whole purpose of the Levelling System!