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Some countries don't have streetview and I know I examined some suspicious looking stuff via satellite view and it turned out to be concrete and "ok" yet later on it was fulling off road. Very fucking annoying but shit happens.
I think it's probably not possible to get it right from remote planning, given everybody had some of those stories. I guess that's why Kristoff stuck to roads he knew.
On the other hand I did have some routing successes, like going west for flatter ground in France, good roads through Bosnia, good route through Greece, etc.
Just remembered my worst though - going through a forest at night on a cyclepath before Neuchatel, to save a hill on the road. Must have cost me over an hour, of entirely self-inflicted hilly-forest-track nightime hell
Some countries don't have streetview and I know I examined some suspicious looking stuff via satellite view and it turned out to be concrete and "ok" yet later on it was fulling off road. Very fucking annoying but shit happens.