Link to thread on reddit: https://www.reddit.com/r/7thSea/comments/591mqe/questions_pertaining_to_...
(Thanks to Mike Curry for taking the time to answer these)

So a monster with the tentactles power.  Each tentacle is considered a seperate villain with a reduced strength.  SO, do they roll their own dice pool and go on their own raises, or does the main monster use them on its Raises and the Strength more for judging wounds?

Tom

Okay, so as I understand it, the only way for a Villain to inflict more than one wound with a Raise is for them to purchase a Duelist Style with the pool of Advantage points they start with (Strength+5).