There’s actually a big problem with using Brier scores for open-ended questions like this, which is that the optimal option if you’re, say, 50% confident you have the right answer, is to instead report “Don’t know / bleeblabloo, probability 0.0001”. Then you get a good Brier score for knowing you would be wrong.
We ran this at our meetup today and it was the subject of much discussion. A big conclusion seemed to be that Brier scores work best when there is a fixed, limited number of possibilities to guess from; when the number of possibilities is large/unknown and you can guess “I don’t know,” you get this bad behavior.
We came up with a kind of hacky solution that gave you negative points for wrong answers and positive points for right ones, scaled to the probability you gave, plus regular Brier scores for the True/False questions. It’s unlikely that solution was a proper scoring rule, but it was somewhat better in removing the incentive to always guess “[wrong answer] with probability epsilon.”
Having spent a good amount of time on Google Memegen myself, I think what you describe would actually be a misuse of the “guy drinking beer” meme. It’s supposed to be something about laziness (so an EA-flavored related meme here would be something like: “earning to give does more harm than good? better do nothing!”). It’s based on the original burned-out-college-student/lazy-college-senior meme, where the punchline is supposed to be that you’re happy you don’t have to do some task.