Regarding disarm, the skill up rate seemed to be heavily dependent on the mob's con. I can barely get any raises at highkeep which would seem to be a good spot bc all the guards are armed but no.. However, I've gotten multiple skill ups several times on General V'ghera kills. Probably bc he's red or the RNG decided to stop hating me. One of the two. Give it a try and good luck with that skill. I still haven't capped it on my rogues. Spent all Cecily's training points on archery for the BoTB and Ambrotos was like... nope no bows right before hand ><.
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