Maybe you can get a world record in fasted outselling of an first edition of 10.000 copies?
Halve a year later they will print enough copies.
I would think that this approach would be more effective than waiting for the perfect publisher.
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I'm also surprised that you've decided to post the content on the website or in the book. I would've thought that you could post it on both. Paul Graham did that with his book "Hackers and Painters" (successfully, AFAIK). I certainly both own the book and read the articles on his website.
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It is difficult to get a publisher to agree to such a model. Since Steve wants a lot from the publisher he won't get them to agree to having the content online for free.