My observation of the trucker lifestyle is that has a lot in common with working in tech:
- long hours for the majority of us
- its own subculture
- even its own chat protocol: CB radio :)
But there are a few negatives: it's really tough on your health with only having access to truck stop food (you usually can't detour to a fancy restaurant in town when you're hauling a 53" trailer) and lots of time sitting down.
From what my dad says, though, seeing the whole country is really great, and he really loves what he does and the strange perks (he used to deliver chemicals to a gold mine in Canada and would bring rocks with gold on them back to all the kids in my neighborhood). I'd be curious to try it too. :)