^ Most of the difficulty occurs when your not logged in. The main difficulties I've found are: The register and login pages are seperate making them hard to find, so the login/registration process can be confusing, the pages are long and messy and once you login or register you get redirected back to your cart and out of the checkout process.
For technical users this isn't normally an issue because they can make sense of the junk on the screen, and when they get sent back to their cart they realize they were moved back so they click checkout again. Less technical users are easily confused and they are the majority of the market place so the easier and more straight forward you can make it the better.
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