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I agree that it has a lot to do with the appeal of the content. I know I am more likely to spend $200 on a skirt I really like than $20 on one that is decent but nothing special. If you charge a little more, you may be able to provide more for your surfers. We have way more content than anyone else in our niche and I've been kicking around the idea of raising our prices by about the same amount you are talking about. Hard decision though. Especially, if you have a lot of rebilling people, I worry about alienating them by jumping the price around.
I hadn't seen your site before. Tour looks pretty. I'm going to go check out your program.
--Amelia G
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