The Attachments show two sides of the same cylinder. The first reads "REMS ENROLLMENT" clearly, the second shows the same graphic but it's unreadable because of some sort of segmentation and stretching. These are separate parts of the same graphic which should map cleanly to the entire circumference of the cylinder, using X Cylindric mapping.
OK, I understand now. Do you have UV coordinates on your cylinder, like there is in the Cylinder object from Artlantis Library ? If you have, try using UV mapping instead of X Cylindric mapping. Or use the Cylinder Object from Artlantis library.