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What sorts of things do you have to ask for in order to get rejected on a daily basis?
Assuming I'm doing this as Rejection Therapy (http://rejectiontherapy.com/), which is billed as a way to build confidence. I don't do cold calls or sign people up for an organization or anything. This is supposed to be worked into your everyday life.
life
know lives
Spend time around around others who you feel insecure or unsure, unwanted by, to have yourself feel "insecurely attached" to them. The rest will follow.