#1 I'm not sure the first one is showing a road exit. It looks more like the edge of a Tile where the road is supposed to end. (Notice the barriers.) Still, the bump is extreme.
#2 I can't tell which POI this is or if it is Wilderness or some city district, but the bump certainly is extreme.
#3 That is unusual. Which POI is that? The F3 information doesn't have that detail turned on. My suspicion there is the POIs Road Exit isn't correct, somehow, but I can't be sure. I don't recognize the POI. Is it vanilla, from a modlet, or something else?
#4 - #6 The others look like Wilderness POIs and bumps leading into those aren't unusual, though the ones you show are pretty extreme. The placement of Wilderness POIs involves trying to fit a flat POI into non-flat terrain and RWG hasn't been smoothing those out.
I don't normally see RWG fail to connect Wilderness POIs.
I'm willing to explore this more. Is this entirely a Vanilla world or are you using any mods? If it is vanilla only I should be able to duplicate your world based on your first post.