The entire Wikipedia printed into a thousand books sounds like a good cultural exhibit with some ways to make it interesting for buyers. For example, giving a movie buff, a curated volume using Wikipedia content about their favorites would make for very unique and personalized gift. This is an idea that can be extended in any number of ways. Converting content directly to a book seems less interesting.
The curation can certainly be enabled and enhanced by software. You enter the broad themes and ideas someone is interested in, create a basic framework for the book, add personal notes on things that have common associations and memories for you and the one receiving the gift, and you get a personal Wikipedia book created. It would be fun to include content from books available in the public domain as well - blurring the lines between fiction and non-fiction as you combine it all. It would be an art form creating these books and those that do it really well could sell their professional services.
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