As stated, I am trying to basically extrude parts on a cyinder. Unsure why I am having so many issues..

This item is the piece of tin on a regular pencil holding on the eraser and pencil.

So far I have tried editing by creating a tangent plane but it give me errors (do not feel like this would be accurate anyway). Then I am trying to work with the wrap feature with no avail either, simply gives me errors of "wrap failed, could not use any given countures." This does not matter if the piece is longer then the desired wrap length, shorter, or "exact."

Just looking for advice on makin the grooves as you would see on one of the piece of tin of a wood pencil. Thanks for any advice.