The biggest challenge is somehow writing it both for new people to the blog that don't know what to expect as well as make it funny for those who kind of have an idea.
It's hard sometimes to tag it with humor because if things don't go well, then I simply appear to be someone who thought they were being funny. I hate being that person when I bomb.
I don't like pushing or forcing anyone into anything I do, I know at times some of the stuff I do might bother a few people. I appreciate the encouragement though. I don't think the negative types and heckler types can phase me, much. I focus more on the praise, without letting it get to my head.