Hi, yes it's best to use a redirect for affiliate links not only for Google but visitors..
I use the maxblogpress-ninja-affiliate plugin to do that, awesome plugin.
About web 2.0 sites, yeah if you have the content it should be easy. And yes usually I have two links on these pages, one linking to another web 2.0 site and one going back to the main website.
Without spinning the content, I can do it pretty easy for you. If there is spinning it takes more time. Send me a pm if you want to do something.
Cheers,
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