I don't know if anyone has this but in groups sometimes as leader the following happens

Ready check clicked but nothing happens and if I hit again it says everyone's ready yet noone got the box.

Ready check clicked one person times out. Click it again a minute later and it instantly says everyone's ready when some are not.

Ready check clicked I see checks near their portrait but never reports everyone being ready yet everyone has check and says they hit yes.

For some reason I have better luck when I convert the group to raid (even if in LFD dungeon)

"I aim to misbehave"