Doesn't send PM for lottery winners for my board either, I was actually here looking for the answer to that. Was suprised it didn't since you did awesome with sending PMs for gifts & donate.
While here, I do have another question, the auto PMs sent don't include the sig for that user, is it possible to make it use the sig?
Other then those 2 things I am in love with this, so much better then the old store/cash hack I used on 3.0.x