Business owners might appreciate an opportunity to be part of a feedback loop they can generalize - say greater than 30% discount just isn't possible due to cost structure (group buy won't matter)- let them indicate that somehow for their business to filter/feedback future requests, so they don't feel like they are getting bullied with a lot of requests greater than that.<p>For users, maybe let them also offer non-monetary factors for discount - off-peak / non-prime hours, introduce a friend, available on short notice to fill a cancellation, post a blog or tweet, post a local sign, ??, etc. - bartering a little for the discount where the retailer would see value in the barter. Groupon can't do this, but your personalized approach seems ideal for this.<p>In cases where business finds deals that work, archive them for the business, then offer to post or syndicate them on-demand as desired by business to drum up demand on an ongoing basis.<p>And to keep users interested, do something where you as the service do random (or not so random) selections and 'make the discount' happen for the requester, at _no_ cost to the merchant.