Matchmaker,

Yes: don’t do it.

Well, don’t do it in the typical fashion of what’s considered a blind date. There’s a ridiculous amount of pressure that’ll be put on both the people going on the date and you.

A better way to go about it would be to invite both of them to the same social function, be it a party or something similar where conversation can be had. Movies, concerts and things of that nature would be a bad idea as they wouldn’t have a proper opportunity to get to know each other.

Also, don’t let them know of your intentions. When both of them are at said social gathering, introduce them—but don’t rush to do so. And when you do, stick around for the conversation a while to help it flow. What do they do for a living? What are their hobbies? What do they have in common? Initiate the ice breakers. Then, when it seems as though their conversation has picked up on its own, excuse yourself and grab a drink.

Just my $0.02
Julius Pleasar