Generate Better Small Talk By Asking About Challenges

Generate Better Small Talk By Asking About Challenges

Small talk is hard. If you’re trying to really get someone to like you, FBI behavioural expert Robin Dreeke suggests that the best question to ask someone is about the challenges the faced over the week.

Photo by Play Among Friends

We know that asking questions (and actually listening to the response) is a good way to get on someone’s good side, but sometimes finding a question is hard enough. Speaking with Barking Up the Wrong Tree, Dreeke explains why asking about challenges is a great way to endear yourself to someone:

A great question I love is challenges. “What kind of challenges did you have at work this week? What kind of challenges do you have living in this part of the country? What kinds of challenges do you have raising teenagers?” Everyone has got challenges. It gets people to share what their priorities in life are at that point in time.

Obviously that’s just one trick to get the conversation moving, but it’s a pretty good one. Head over to Barking Up the Wrong Tree for a bunch more tips.

How to Get People to Like You: 7 Ways from an FBI Behaviour Expert [Barking Up the Wrong Tree]


  • If someone asks me what challenges I have confronted recently, I will reply that I currently face the challenge of dealing with someone who talks about like a Californian day time TV host.

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