Easy rider , in the first pic I would have put the sign on the path , as far as I can see it's in the road , paint on a road still makes it a road .
2nd pic Id be on the path , paint on a path is still a path . I see uphills as a time to rest so I'd have hopped the kerb to save having to keep up with traffic . Keep out of the way of the fella of course , leave the sign alone and once at the top drop back onto the road and with a bit of luck someone will see your doing the right thing and not run you over .
3rd , 4th and 5th pics I'd be on the road where I'm supposed to be . I feel insulted by the paint on paths that expect you to stop at every turning and driveway :x if I wanted to go at a walking pace I'd just walk .
Just say no to the paint .