When a user boots Ubuntu, whether he is experienced with Ubuntu or not, he will see the default Ubuntu desktop which is not different from what experienced users see. I believe that there should be a different world for beginners.
The best solution I can think of now is to have an application which will be the first thing that a user will see immediately after he installs or boots Ubuntu. That application will ask the user if he is a beginner or is already experienced with Ubuntu. If the user states that he is a beginner, the application will guide the user in order for the user to do the first things first. I presume that the first thing the application should point to the user is the documentation. Yes, it is easy to access the documentations in our point of view, but in the point of view of the new user, he could panic if he has to figure things out by himself especially if he is not a resourceful person who maximizes search engines.
Also, if the user states that he is a beginner, every application in Ubuntu should also treat the user as a beginner. Not all beginners are resourceful enough to consult the documentation, so I suggest that, every application that the beginner opens will point him to the application's documentations. Not all users know where the documentations are and not all users who know where to find them do read them.
An important application that would probably make a new user panic is the terminal emulator. A new user who opens the terminal emulator will be scared of it because he is clueless of what to do with the black screen. There are some codes provided in the Ubuntu documentations but new users will not easily find those documentations. Also, there are not enough code references that will tell the user about everything he has to do to maximize the terminal emulator. For the new user, it is like buying a modern gadget with no manual with it.
if they're unwilling to learn, i doubt a comprehensive switch guide will be something that they want to read.