Sorry, I couldn't get anything to happen. I noticed when you hover, the blank spots have tooltips, but I didn't see a way to get a reward on a quest, no icons (even blank) and didn't see a place to enter a number (guessing to give money maybe). Nobody ever was doing a quest, tried ending day a few times and making a bunch (or trying to, not sure if they counted). Just couldn't figure it out.
I had a similar idea as far as premise, but no idea on how to actually pull it off, so you got further than me in that regard, lol.