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If it is a daily email, I'd put a little note that says something like "Advertise here for $5 a day and be seen by over 3000 viewers!" If I was an active reader of the newsletter, and owned a small website somewhat related to what you email about, I'd spend 1/10th of a penny per eyeball.

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I've considered it a few times, but I don't really like asking my readers to become my advertisers. (Among other things.)

But I grant that I may be overly stupid here.

I will confirm you are being overly stupid here.

Your readers are of a certain type. The probably have projects and businesses that align with that type. They want their projects and businesses to have more attention from people like them.

You could even not allow ads that don't represent high quality awesomeness if you're so inclined. Make it an exclusive type of advertising and say, "$5 to offer my readers something awesome" so then you're aligning your readers wishes of finding out about cool stuff and getting a discount on cool stuff with your own financial interests.

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