I think I have an explanation for how there came to be 2 similar signs years and miles apart. It goes like this ...
Some rural would-be street artist (let's call him Back Road Banksy) decided to prank on an existing hazard sign depicting a cow silhouette.
NOTE: If you inspect both images cloesly (see below) you'll see that the shape / placement of the two 'wings' aren't the same. The two signs may have been done at different times by different Back Road Banksies.
In both cases BRB used the same technique. He made a stencil of a 'wing' (e.g., a sheet of cardboard with the wing's silhouette cut out of the middle). The differences in the 'wing' shape imply two different stencils were used.
All that's required to prank the sign is to reach it (e.g., via a ladder) with the stencil and a can of black spray paint.
See my annotated version of the second / later sign. There are 3 telltale clues suggesting the 'wing' was spray-painted onto an existing sign.
It would appear BRB wasn't as careful when executing the second / later sign. The smudge and the blob of dripping paint suggest sloppiness.
NOTE: It would appear Techy (I presume ... ) might be stowing something in a handlebar pouch ... Tell him to take more care next time ...