Felix, as a new painter and seeing the standard of some more seasoned painters, I would be discouraged personally m entering a contest, I couldnāt possibly compare with many others here, however a painting of the month or something could be cool, especially if the month related to the current season, that could be cool.
what I find hardest is the image quality of the original on site, for me the thumbnail is find but the page with the original I find difficult to work from (and the video links donāt work for me either in the UK).
I often find I want to do a painting of the day then donāt have a black canvas or the required colours for it, and trying to find out how to actually do it is a whole other thing.
I have uploaded paintings then re done part of them, I also feel it could be nice to have the facility to show the stages of ones painting, without converting the original upload to an original as it loses the link back to the BR painting.
Sorry, I realise this post is about contests and challenges.