I dont wanna get into exactly which device(s) I do use since its a pretty small niche but it really hasnt been too bad. I used a linux phone for a while and that is kinda more practical in some circumstances (can get maps, etc) but also has flaws currently that dumber devices don't.

Eventually I'll probably get into a situation where I need maps and cant access them, but so far I haven't, just by planning ahead mainly, navigating just by the grid layout of my city sometimes, and bringing a device with a browser with when I think I'll really need it. I have a pretty good sense of direction and know most of my city like the back of my hand, which helps, but I could also always just call someone or bother a passerby or friend.

getting to plans and finding people has been 100% fine tbh.

I haven't gotten stranded yet either. I bike a lot and carry minimal tools to do things like patch a tire. In a car I might have to call someone but I'm not exactly out driving past 2am that often so if I'm in town I could also take transit, or I can fix or troubleshoot some minor car issues on the spot as well if I'm lucky and its something simple.

I'm privileged to be able to do all this stuff in some ways I guess but its also fun and may not be as hard as you think!

I know an older (maybe young gen x) guy who didnt get even a dumbphone until like last year. just a landline kind of guy. I think he had a computer at home, he wasnt a luddite, but mostly was just a cash money, talk in person kind of dude