Just had a thought: the prison will be unguarded during the Red Banquet.
Sam, Bad, and Ant will be at the Red Banquet, right? Which means all the prison guards will be gone.
There has been a lot of Red Banquet propaganda on the server, right? Which means everyone knows about it. Eggpire, Pro-Omelette, and egg-neutral members will keeping up with the banquet.
Basically, everyone will be pretty occupied with the banquet.
Which also means nobody will be paying attention to the prison, because the banquet will be the main focus.
Now, what character doesn't care about the Egg, but cares about getting Dream out of the prison?
What if George tries to break out Dream while the server is focused on the Red Banquet?