Hypnotize, the ignored skill?

Although it doesn't state it in the skill description, I'm pretty sure it doesn't work on bosses.

Also, in training, if you hypnotize one monster and move to another part of the map, you may end up clearing a lot more monsters?

I don't think hypnotizing a monster makes it any more powerful than it already is. The hypnotized monster would probably just die from being outnumbered.