/3/ - 3DCG

>>977486
>easy way to repeat it over the entire cylinder?
Add an empty at the center of rotation for the cylinder, add an array modifier to your plane (set the number of objects however you want), set it to object offset (turn off relative offset). Set the object offset object to the empty, rotate the empty until you get it even (360 divided by the number of array objects you have). Your plane's origin should also be at the same place as the empty.
As for the distortion with shrinkwrap, I'd set it to project, turn on the negative checkbox so it gets projected backwards, and additionally subdivide the plane in edit mode to give it some more geo if it doesn't have it already.

Once you're happy with everything, apply the modifiers and parent the sticker to the slot roller thingy so you can rotate it, or just parent both the empty and the sticker to the cylinder if you don't want to apply anything.