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I wonder if having them on a regular schedule, less often, and building it up as the dates come can help.

Yes. I think that is good advice. I'm trying to figure out how often would be optimal. Monthly? Every two months? I'm not sure. I guess I'll experiment.

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Pick one day of the month. "Second Saturday Showdown" "Monthly Monday Match"

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Good idea. I like Monthly Monday March.

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I think it could be monthly and on the 21st of each month... and write about any topic but mainly about ideas of "Freedom"

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My first thought was monthly.

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Yes. I was thinking if I announce it a month out, while also pre announcing the prompt, stackers would essentially have two months to think about, write, and edit a really good submission. We could get a really high quality, competitive contest. I'll probably throw in a boost too.

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This is roughly what I was going to say.

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