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How do some people cheer others up with their words?

I can seem to never cheer people up, and it feels like its a gifted talent to cheer people up

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This requires emotional intelligence. Some have more than others. Charisma is also a factor. You can improve these things in yourself. Just look up 'improving emotional intelligence' or suchlike, and you'll probably find some resources.

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I'd say compassion and experience. Knowing what to say, and what not to say. Knowing what kind of person you are cheering up helps.

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Cj is very good at this cheering up stuff!
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And I thin 'experience' in Cjkenkel's answer means: 1. skill in using the language and knowing the affectionate 'charge' of words and language properties 2. skill in perceiving the situation and probably....!

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just be encouraging and try to be on their side about things in general..and try to be "up-beat" about things of concern..

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My sister is a champion at this, I mean really, really good. She always starts by validating their feelings, "Oh, geez, that is terrible." Then she lets you talk about what happened and how you feel, all the time making noise that lets you know she's engaged, making eye contact, and leaning forward. Then she says something positive about you. At this point, it is important to let her know she's making a good impact, say something like, it is really helping me that you understand how I feel. Then maybe she'll say, is there anything I can do to help? That's how it's done. Be sure to give positive feedback to the person helping you, they need to know what helps. You assume that you're not helping because they haven't said, "that helps." A lot of people being helped, even those good at helping other people, don't understand the helper needs to hear from them that what they're doing is working.

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