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not sure about other processors, but paycom will block a card after 4 cancelled trials to stop those cheap bastards. I'm sure other merchants may have similar fraud detection practises in place that may deny multiple signups by the same name and/or email address if they are already in the DB etc...
I don't think it's anything to worry about really.
Just make sure your trial amount is worth more than the monthly price. For example, a $5, 1 day trial = 5x30 = $150/month worth
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