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Re:Ask HN: Becoming more confident? by ashleyp on Friday January 16, 2015 @10:43PM (#8903309)
Go out every day. And speak to one random person. Every day. Do that for a few weeks and you'll slowly build more confidenece
Re:Ask HN: Becoming more confident? by ADanFromCanada on Saturday January 17, 2015 @01:13PM (#8905000)
This is great advice that helps/improves all kinds of things: fear of rejection, meeting new people/forming new relationships, dating, gaining perspective, learning languages, etc.

It's simple and more people than you'd think will engage with you.