Snap broken for rotated objects?

[Stan_Pancakes (Stanislav Blinov)]

Ah I see, I didn’t realize mesh wasn’t axis-aligned. If you enable bounds display you’ll see what the problem is, i.e. what’s actually “closest”:

If you want to snap vertex-to-vertex in object mode, you can use the Center snapping via 3D Cursor:

Vertex snapping while using Grab (moving a linked duplicate)

That “temporary pivot” is called “Center” in snapping options (Snap With). The idea is: you snap the 3D cursor to the vertex you wish to be your base point you enable vertex snapping, set Snap With to Center set pivot point to be 3D Cursor move and snap as you want [Blender 2.9x: Base point snapping using 3D cursor] There’s a patch in the works that should make base point snapping much more convenient, but for now we have the process as described above.