Users who participate in the contests on an ongoing basis are neither awarded nor punished. The factors considered in making the selections are as follows.
There are people who have been participating for a long time and whose writing has drastically improved.
I urge you to continue writing. There are numerous users who were at the bottom but are now landing on the top list. People on the top sometimes fall off as well as the competition gets stiffer. The nature of competitions is that unfortunately not everyone can be a winner. This is why @OriginalWorks has a very generous bonus structure that ensures most participants get something for their efforts.