Here's my favorite trail book
https://www.amazon.com/Awol-Appalachian-Trail-David-Miller/dp/0547745524
For comedy I recommend a book called "just passing thru". It's about mountain crossings and the guy who owned it for years. Great guy. Crazy stories. All true.
For a woman's perspective, read "becoming odessa" by jennifer pharr davis. Next to Grandma Gatewood, she's the baddest bitch to ever step on a long trail.
Basically any book about the trail is better than walk in the woods. IMO.
> because why wouldn't they hold his job for that
I read a book by a programmer that left his job to hike the Appalachian Trail and got it back when he returned. He didn't have the job "held" for him exactly, but he talked to his boss before he left. The boss agreed there was a slow period coming up where they could be a man down and still do OK, and also that it was going to take them months to hire for the open position. The agreement was basically, we'll hold off on hiring your replacement and you have to apply fresh again when you're back, but I can't see why we'd hire someone else.
I also found the book interesting because at the end he said he was glad he'd done it but he was pretty sure that if he could go back in time he would not choose to do it.
If you're still interested, there are several people that have written books about their time on the trail, AWOL on the Appalachian Trail is the first one I read, and he pretty much gives a day-by-day account of what it's all about, without getting too bogged down in equipment descriptions or spiritual talk.