Kickstarter?
I think there are vanity presses that will print on-demand as people order, without a large (or any) upfront payment. From there it's just a matter of whether people want the books enough to pay the high price.
For example, there's lulu.com. (This is not a recommendation as I have no experience publishing through them; it's just the first name that came to mind.) You can upload a PDF and cover images, choose paper size / type, binding, etc. and publish. They also offer ISBNs and publishing through Amazon.
Their pricing calculator is here. I think you can se...
Quantum Computing Since Democritus got me thinking that we may want a more riveting title for The Sequences, 2006-2009 ebook we're preparing for release (like the FtIE ebook). Maybe it could be something like [Really Catchy Title]: The Less Wrong Sequences, 2006-2009.
The reason for "2006–2009" is that Highly Advanced Epistemology 101 for Beginners will be its own ebook, and future Yudkowskian LW sequences (if there are any) won't be included either.
Example options: