Peer Relationships Require Support

Question

My oldest son is 4.5 and by nature is an introvert most of the time. He is shy to start with and then you can't stop him talking thereafter. I wonder if I've made a mistake by encouraging him to be the initiator with kids his age. I nudge him when we're meeting others to be friendly and say their names - most of the time he does this. Often he is met with rejection or a cold shoulder by other kids which I can see discourages him (and breaks my heart). What should I do? Stand back and let him figure it out or guide him to press on until he meets friendlier children?

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