There are infinite examples.

Right now I am in an overlanding vehicle, but I'm not an expert in offroading. I drove down a 5 mile trail that was very technical. The car can handle it, but it needs caution and the way back is much harder. I was extremely hesitant about going back up that way. If I get stuck, I am solo and I am hours from town via driving. So I just pulled out starlink, and with a combination of claude, off roading websites, and google maps, found an easier, roundabout, and more off the grid way back.

At every step I can use available information to put myself onto safer routes, I can research every decision before I make it. Where is the safest place to sleep, etc.

Pre internet people are out there just winging it in the back country

One would argue that pre-Internet people prepared more, started on easier trails or went out with experienced people first.