I hadn't known this until Emory law professor Matt Lawrence noted it on a discussion list, but here's an item from D.C. Circuit Judge Douglas Ginsburg's biography:
Judge Ginsburg left college for more than a year in the mid-1960's and founded a nationwide computer-dating service known as Operation Match. For a fee, the company arranged blind dates through the use of computerized data gathered from questionnaires….
It was apparently the first computerized dating service in the U.S.
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