While I have never run a membership website, the first thing that strikes me about your offer is that membership is only $1.50. I know is I see something that inexpensive I am dubious of the value. Just a thought but how about offer a free membership where if you win a game you can get a free one month membership at the paid level. In the membership set the maximum prize that a person who wins the free month can win no more than $10. But make sure that you mention that people who pay for membership can win up to $100 in prizes. Just a thought.
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