It’s about 8:30ish at TGI Friday’s on Erie about 12 months ago. I’m sitting only at that roundabout club jammed with thrill-seeking tourist couples, deflated entrepreneurs and a roomful of dudes in hoodies and sneaks looking forward to Sam Yagan, the CEO of OKCupid to arrive.

It’s about 8:30ish at TGI Friday’s on Erie about 12 months ago. I’m sitting only at that roundabout club jammed with thrill-seeking tourist couples, deflated entrepreneurs and a roomful of dudes in hoodies and sneaks looking forward to Sam Yagan, the CEO of...