For me, it was trying to figure out if the "evil" really was all in good fun as I'd thought, or if Gary just liked screwing with us, and we were supposed to like it.

I'm fine with:

"Write until you can no longer meet the challenge!"
and
"Write until your entry is no longer good enough!"

I'm not interested in "Write until you can no longer stand the bullying and mind games!"

Fortunately, my concerns were unfounded.