Do you guys roll the print with the image inwards or outwards? I guess one of the methods would jam the print in the tube a little more as the image would want to uncurl more back to it's "off the print roll" state.
The print has a natural curl which is image facing out. If you try to roll it with the image inside you take the risk of kinking the print as you're forcing it to go against its natural curl.
This is one of two reasons I put the print inside of a plastic bag first, to prevent the print being damaged by scraping the inside of the shipping box (the other reason is to protect it from possible water damage). Also by choosing a bag diameter smaller than the inside of the box, you're not jamming the print into the box as you're first forcing the print into a smaller diameter inside the bag.
This technique is also a very good way of storing a print for a long period of time as it's very protective.