Feed the beast
Steve Losh has a very detailed (and very lovely) guide to going paper-free—it includes tips on document scanning, OCR, automation, and backup. His focus is dealing with bills and documents—I wonder if it’s not also a partial guide to paleoblogging?

Do the Orwell Diaries count as paleoblogging, or were they already too well known? Still lovely to see online, though I was enough of an Orwell nut I read them in print form.
Again, I am not the pope of chili town, but I would say absolutely, yes.
Also a big fan of The diaries of Franz Kafka, 1910–1923. Another interesting experiment is From Marshall and Me, which juxtaposes Marshall McLuhan excerpts with reflections by the author — usually written at the same approximate age McLuhan was when he made X comment. Not unlike the Book Club for Life.
I did not know Kafka had a blog.
Not only is that awesome, it gives me the perfect excuse to link to this LRB article on Kafka and his unpublished manuscripts:
There is a beautiful letter from Martin Jenkins at the end suggesting that putting Kafka’s unpublished work online is the best way to honour his will. It makes most sense after reading the essay itself though.