I can increase the size of the tutorial boxes for sure, that's loosely in the "UI overhaul category, but thanks for making sure I've got it in my task board"
In re: the dismissal -
The flagging is correct in regard to the block, but you should be able to repeat the convo on a subsequent day (imagine you got called away by a family matter, the blocker isn't resolved, but you can return later to try again). Good catch.