Vyvyan Basterd
Adventurer
Try to get him to understand that "damage" and "hit points" have drastically changed definition in 4E. An illusion can do damage because it breaks an enemy's resolve just as much as a swing of a sword can wear the enemy down.
It also helps if a tighter definition of what the player wants to achieve can be reached. 4E has tightened roles alot, so just saying "enchanter" doesn't help. What aspects and abilities of being an enchanter in previous editions did the player like. Focus in on the most important ones and find correlating powers in 4E. You may find that the player's definition of "enchanter" may not equal "Wizard" in 4E. Alot of the names are familiar, but the definitions have changed and anyone wanting to play 4E has to change their expectations accordingly.
It also helps if a tighter definition of what the player wants to achieve can be reached. 4E has tightened roles alot, so just saying "enchanter" doesn't help. What aspects and abilities of being an enchanter in previous editions did the player like. Focus in on the most important ones and find correlating powers in 4E. You may find that the player's definition of "enchanter" may not equal "Wizard" in 4E. Alot of the names are familiar, but the definitions have changed and anyone wanting to play 4E has to change their expectations accordingly.