No, it would still work, as the chance of the item breaking is based on the level difference i.e. |10-5| or |5-10|. Simply put, the larger the level difference between the two pokemon, the larger the chances of the item breaking, no matter whether your pokemon has a lower or higher level than the target pokemon.
I would suggest the same. Copying the destination link to your folder will not show to us what your UI looks like. It's better to use an image uploading site.