Just a thought - if he wants *really* shiny then you might want to point him in the direction of hosted Exchange providers - a number of them provide packages where you get an Outlook license with their email packages. That way he gets Outlook Web Access email, calendaring, contacts AND Outlook for his machine. Of course this ain't free, but if he really wants all the functionality of Outlook it might be an option (especially if he likes shiny toys to play with)