Making small talk doesn't have to be painful, even if it's with a boss you want to impress or blind date you want to see alot more of! Believe it or not, making small talk can be fun. Making small talk is also an art that can be learned.
"So…how about this weather?" doesn't often lead to stimulating dialogue (but don't hesitate to use it if you're desperate). If you must make small talk about the weather, be specific. Say, "It's freezing cold outside – have you ever heard that saying, 'colder than ________' ? Where did that come from, anyway?" might work better, depending on who you're talking to.
Making small talk can be difficult even if you're an extrovert, but it's especially difficult for introverts. Here's how to enjoy making small talk.
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