I'm guessing you're a windows user right? The LW playlist that shows in iTunes can be arranged however you desire. Click on the top of the Name column to arrange by title, or click on top of Artist column to arrange by artist, etc. You can use iTunes view options in preferences to have more columns if prefered.

I'm not sure about your 2nd question (I'm not exactly sure what you're refering to. A more detailed or objectively written question would help.) If there was any "easy" answer to it then I'm sure it would have been posted.