Dynamite - excellent thread. Worthy of a pearl!
In 1999, the company I ran at the time built a completely dynamic paysite with many features similar to those you mention. One thing I remember is that the cooler we thought a feature was, the less often it was used. Now, we didn't stick with it and maybe we should have. We went a different direction in the end. The summary of my opinion would be to give it a try but keep in mind that simple is often better - and really cool features sometimes are more liked by the mastermind behind them than the surfer.
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