I have two questions related to the factotum (Du 14) and
sneak attack:
1. Can a factotum spend more than one inspiration
point on cunning strike to gain more than 1d6 points of
sneak attack damage?
2. Can a factotum of 19th level use cunning brilliance to
emulate a rogue’s sneak attack ability?
Answering your questions in order:
1. Yes, you can use multiple inspiration points to gain
additional sneak attack damage.
2. It’s reasonable to assume that sneak attack is an
extraordinary ability. When in doubt, the DM should decide if
an unmarked ability qualifies. Anything that lacks a clear,
supernatural element should be fair play.
