That is typical. It's all about technique. Can go up smooth if you feed the sail properly. Read my sail hoist FAQ for details:http://www.hobiecat.com/forums/viewtopic.php?f=18&t=371
The biggest pointer is here:
The best way to feed the sail is to stand in front of the mast and reach around either side to "sandwich" the sail between two hands (above the feeder opening) and push the sail up the track. Pull with the halyard, only the slack created, then feed again. If the sail binds, lower slightly and begin feeding again. This technique can be done by one person, but is certainly easier with two working together. It is VERY important that the person on the halyard only pulls the slack up the mast and does not get ahead of the feeder.