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I was a jerk to today’s guest years ago. Here’s what happened. About six years ago, Clark Benson came on to do an interview with me and was really excited about this company he had just launched. It was called Ranker, but I didn’t want to talk to you about it. What I wanted to...

Clark Benson found a clever way to grow his dating site, eCRUSH. He had users send anonymous email to people they had crushes on. The recipients of those emails would enter the email addresses of the people they had crushes on. If two people match, eCRUSH helped them connect. The scheme...