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I don’t think it is whiney. I often worry that the things I talk about are worthless and boring too. The advice I usually come across (but still struggle to follow) is to stick to two topics:
1. Talk about the other person and their interests. Be curious and ask questions even if you don’t find their interests interesting.
2. Share things about yourself. Most people are more interested in who you are than the things you are interested in. Telling someone that you love a thing for a reason is more relatable than the thing itself.
Basically, if conversation is how you’re trying to connect then focus on building the connection.