I like the iPad idea- one could dig deeper into a menu- sources of the ingredients, cooking techniques, alternative offerings (same dish, but made with veal instead of pork?) or alternative sauces for the same protein. Comparison charts for wine, rating acidity and characteristics, including parings by dish. Detailed descriptions of each offerings, etc.
Yes, a truly good server will know all these things. Yes, a truly good server can make suggestions the diner might not otherwise consider. Yes, a truly good server embodies hospitality, and that will never be done by an iPad.
But I like it. I like adding on to my meal as I go, I like controlling the pace of the meal. I like getting my bill whenever I damn well please.