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This might be possible to do with a custom-made script, but it depends a lot on how consistent the location and format of the title text is.
Also, creating the bookmarks' hierarchy is going to be tricky. This is not a trivial task, but I have done similar things in the past.
But I would think that vehicle manufacturers will have a PDF manual for their vehicles and not just a web-based one... Have you asked them for such a thing?
I am about 2,000 pages into this task, so if I have to, I can finish it.
As for a manufacturers manual; there isn't anything that will compare to this document. I got this stuff from the same website that the Dodge dealerships use. It has far more content than the consumer level service manual. The subscriptions are $35/3 days, $250/month, or $1,800/year, all for single user accounts. Granted, they allow the user to access information for all vehicles. The consumer level manual is a similar format. It's an .iso and not a .pdf. It's still browsed using a web browser and not mobile device or non-Windows friendly.
But the bottom line is, if you think a script is too hard, then I guess I'll proceed manually.
"Too hard" is subjective. For a novice it will be too complicated to create on their own, in my opinion.
If you're interested in someone creating it for you, feel free to contact me privately at email@example.com.