I never recommend writing contest sites that charge an entry fee. No exceptions. I’ve never entered one, because I was out to make a living from my writing, and contests were an unnecessary diversion from my path.
Your mileage may vary. But I received an interesting request from someone building a “perpetual writing contest site” and once I removed all the identifying details, I thought you might find it interesting to observe the conversation.
Here’s the link to the article (the first one I’ve added to “Writing Mind, Heart, and Soul in a while):
From there you can come back here and add your comments on the article if you care to.