That story also reminds me of this fellow (who actually might get me to the middle of nowhere SK): https://www.macleans.ca/news/canada/canadas-most-inconvenien...
(Edited to add Apple News links without ads if anyone uses it:
Free version: https://apple.news/Ar3trUQ-cR7C-c9L3YzPYjg
Issue version: https://apple.news/AQD4nDgB4SKi6yTcZy60tPw)
There seems to be a ton of relevant help in this thread and that seems exciting.
Like someone pointed out—something like OCR might be a best first step as it seems like a data entry task at a glance.
It does sound like there may be a significant amount of physical, tedious work involved no matter what software solution you find. Sometimes you have to accept that aspect and push through. Your best bet might be to recruit some physical help there—start a fund or a labour drive or something. Recruit book lovers, etc. Seems worthwhile. Maybe he would donate books to helpers.