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istirith
Blackjack
Save vs. paralysis I believe, though I might be wrong. Note: enlarging yourself two sizes above the enemy means they cannot blackjack you. Unsure if enlarging one size would help, it may. I'm not an avid thief player. No doubt there are edges designed to help also.
Since you mentioned head gear for cranial, I might be wrong but I think it counts for blackjack too.
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istirith
dagger specs
for that matter, spear/mace/axe/etc specs
Depends on the skill.
In fact, against all warriors as a melee class you could pretty much follow the same general formula. Damroll/Hitroll to a decent level followed by Hp (varied depending on your ability to gather/base hp) followed by str/dex (varied depending on the spec in question.)
Cranial is affected by head gear. Drum I would guess by the material of the armor in question (similar to weaponbreak.) I'd gear for str/dex most against a dagger spec, spear, mace and then axe I think. Spear and Mace may be reversed however.
Hmm, the material of the armor - and it's specific ac - might be more important to several spec skills, but I'm just speculating. Thanks for the answers man, I have a lot to remember about how to play this game.