The problem here is that jquery is not loaded (as you noted) and DrawingBoard needs it. The PoodLL filter, question and assignment submission can't load JQuery reliably because the page head has already been printed.
LiterallyCanvas works via an AMD module so its ok, or at least it should be. I will wrap DrawingBoard in an AMD module sometime soon, but I just can't promise when that will be.
The workaround, until I can get onto this, is
i) to use Literally Canvas or the PoodLL Whiteboard (flash)
ii) to add the call to load jquery in your site admin's "appearance->additional html->within HEAD" section.
<script src="https://code.jquery.com/jquery-1.11.2.min.js"></script>(But really this is not a great solution because it can lead to problems with other plugins that require jquery that are loaded on the same page )