I like how sites like Amazon and Netflix use recommendation algorithms to figure out what kinds of other products I might be interested in. Does Groupon need to be trained to know what I like, or does everyone just see the same deal each day?
You can get personalised deals along with the city-wide "spotlight" deal (providing it is a different deal). You need to ensure that you have completed your personalisation information.
I don't think their "personalised deals" are as sophisticated as Amazons recommendations etc but it's a start.