I'll be honest, I know Groupon and its ilk are terrible business, but as a user of the service I've had lots of fun exploring activities and restaurants that I literally would never have bothered with or known about. In the last few weeks I've taken a Scuba lesson, a Horse Riding lesson, an intro to art class, found a couple new amazing sandwich shops. I took an amazing trip to Ireland for something like 50% off the…
EDIT: I think you might be right that it could work though. It's a numbers game. If you lose $X in groupon charges but gain $Y in new customers then it's a net win for the business. However, you also lose $Z from existing customers (lots of obvious reasons here). So you need $X to be small enough - and obviously that isn't the case with Groupon. However, there's no reason why a company couldn't work that uses customization to supply the 'right' individual with a coupon instead of everyone with a coupon. Credit history? Tip history? Recurring business history?
'Groupon with AI' might be what we need here?