Make it exclusive and hip. To me, at present, dating sites seem to signal some degree of desperation. I suspect that is very common and why a lot of folks won

Make it exclusive and hip. To me, at present, dating sites seem to signal some degree of desperation. I suspect that is very common and why a lot of folks won't use them. I'm not going to go on a "date" with someone from a dating site because (a) I don't ever go on anything that get called "dates" and (b) I'd assume that folks that needed to get dates online are those can't get them in real life. So, if you made them zany events -- like renting out a full restaurant and curating a list of 50 top matches where folks don't get to pick them ... all of the sudden that sounds fun. Or a first class at ball-room dancing. Or canoeing. Actually, I'd prefer even goofier stuff like the flash-mob-ish sort of things where you have groups that baked into their activity / assigned mission you have some reason for pairing them up. If you can just create environments for people to do stuff that's fun and meet other people along the way without the baggage of calling it a date or the signaling of "I can't get a date", then it's cool, not desperate and attacks the largest part of the market: the folks that wouldn't use current dating sites even if they didn't suck.