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It is totally legal to do so. IF, all the email recipients have opted in and agreed to receive the emails.
You have to be creative. Use any means necessary but make sure to be ethical and courteous to the users.
One good way to market an adsense site is pay per click. If you can create the right formula you can have a high pay out with low ppc costs. You may want to look into this. WARNING this can turn out to be a very time consuming job. You will be overwhelmed with monitoring, tracking, content writing, web design, and campaign modifications. But the pay out can be worth it.
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