HOW TO BECOME A MASTER AT TALKING TO STRANGERS
Entrepreneur|Startups Fall - Winter 2021
Entrepreneurs must become experts at connecting with anyone—and with a few simple strategies, you can. Here’s what happened when I tried them myself.
JOE KEOHANE
HOW TO BECOME A MASTER AT TALKING TO STRANGERS

A couple of years ago, I started to talk to strangers. That’s not to say I hadn’t talked to strangers before that, because I had. I’m the son and brother of highly social small-business owners, and I’m a journalist, so talking to strangers has been both a way of life and a livelihood for me. And yet, a few years ago I noticed I wasn’t doing it much anymore—if at all. Between balancing a demanding job and a really demanding small child, I was often tired, distracted, and overscheduled. The prospect of striking up conversations with random strangers in coffee shops, or bars, or on the bus started to feel daunting. Eventually, I just stopped doing it.

This was a coping strategy, of course. I was overwhelmed, so something had to go. And talking to strangers can, as it turns out, be taxing. Psychologists have found that just making small talk with a stranger can be cognitively demanding, tiring, and even stressful. That makes sense. You don’t know the person, you don’t know where the conversation is going, so you must pay closer attention than you would if you were talking to someone you know well. But psychologists have found that talking to a stranger actually boosts your mental performance—for that same reason: It’s a workout. I was saving myself a bit of effort, but I also noticed that my life was becoming less interesting, less surprising, maybe even a little lonely.

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