Let’s be honest. Networking in Chicago can feel weird. One minute you’re genuinely vibing, the next minute it feels like everyone’s low-key pitching themselves. From events downtown to creative meetups on the West Side, it’s easy to feel like you gotta perform. You don’t.
Real networking in this city doesn’t come from forcing conversations. It comes from being present.
Chicago respects authenticity. People can tell when you’re only talking to them because of what they can do for you. And they can definitely tell when you’re not really listening.
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The easiest way to network without being fake is to start with curiosity. Ask questions you actually want answers to. Not “what do you do?” but “how did you get into that?” or “what keeps you doing it here?” Let people talk. Chicago folks always got a story.
Another thing — stop trying to be everywhere. You don’t need every event, every mixer, every invite. Show up where you already feel aligned. If you’re a creative, be around creatives. If you’re building something, hang around people building too. Energy matters.
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Follow up without forcing it. If you enjoyed the convo, say that. If you learned something, apply it. That’s how connections grow naturally — when people see you moving with intention, not chasing.
Networking doesn’t mean collecting contacts. It means building familiarity. People remember how you made them feel, especially in a city that’s constantly moving.
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Chicago is big, but it’s small when you move right. Be yourself. Be consistent. Be respectful. That’s the real flex.
