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To summarize, based on what I wrote, everyone started expressing their opinions. I originally intended the post more for Mephisto, although what we have now is even better. Now I can say that it's up to the participants to decide.
1. A drawing on a hero-related theme, instead of just units, as was originally suggested.
2. The nominations will be determined by a group of people or the organizer. At the same time, they will be based on discussions of the drawings and comments from voters, determining the nominations. That is, a group of people decides, but the opinion of the majority is taken into account.
3. Regarding several drawings, opinions differed. But now, I think it's obvious that if there are several drawings, it should be done according to the scheme proposed by vbn. But I would prefer a single drawing. The most important thing is that this will simplify the implementation of the contest, eliminate possible confusion and problems with anonymity (which was supported, if not by everyone, then by most).
Furthermore, Lelya expressed a reasonable idea about creating a separate thread for the contest. Indeed, it would be more appropriate in the corresponding "contests" section. Then, in the first post, all the rules (of which there aren't many) should be added, as well as a list of participants and other useful information. Later (after June 10th), the drawings will be added to this same first post, and the contest itself will begin. I don't think it's necessary to keep the selection of drawings secret (after all, these aren't moderator elections). It would be great if everyone expressed their opinion about each drawing separately (which is necessary for assigning nominations), and this thread should be used to discuss issues related to the organization of the contest.
And finally, the last point: there have already been suggestions to make the contest regular. In my opinion, once a year is too rare; after all, excellent drawings can be created much more often. The most optimal options for me seem to be holding the contest every six months or every season. In any case, we need to hold this contest first and then judge, based on the activity, etc., whether it makes sense to hold it regularly and how regularly.