I have an 11-hour work trip with my boss next week, and he's not much of a conversationalist. Talking about work the whole time sounds exhausting for both of us, but I also don’t want to get too personal. Any advice on neutral, engaging topics to keep the conversation flowing without it feeling forced?

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Politics and religion, obviously. But in all seriousness, just keep it light and surface level. Work, sports, hobbies, whatever. And if they're super introverted, don't feel obligated to force conversation. Silence doesn't always have to be awkward.

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Okay, good point. I think silence will be my friend. Maybe some earbuds too, I just don't want to be rude if I actively don't engage.

If your boss is an introvert, they’re probably wondering the same about you. Bring a book and you both are off the hook. Or download some movies and shows. Bring a y-connector and invite them to plug in their headphones. Watch and don’t worry about conversations, but you may bond over viewing.

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