I've just changed the settings on the Shield for the Jeopardy show options from "Newest First" to "Oldest First" and then back again in case that fixed it, but whichever way it is set, it always displays Newest first.
Unless, I'm missing something obvious, I think I might have found my first bug.
EDIT. Update, maybe not a bug but a confusion/conflict of settings. I had to go into the main settings on the Shield Client and change Settings/Library/Airing Order to "Oldest First" then it worked. With that set I can change the Watch Order option within the Show settings from "Oldest First" to "Newest First" and the order displays correctly both ways. But with the Airing Order set to "Newest First" that seems to overrule the Show settings, which then always show it "Newest First" regardless.