Skills in Wizardry 8 are used pretty much as needed. If a character pickpockets and they have the skill, there's a chance that it will rise. A ranger's scouting skill is considered "on" all the time, and may rise if they find something. If you right click on an unknown inventory item and identify it, someone in your party (it seems almost random) with the artifact skill could possibly gain a point in it.
Hope that helps.
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