Timid 3 year old

Question

My 3 year old son is very timid around other children. In public places, like a playground or pool, he will not play much where other children are playing. He generally shies away from large groups in social situations. I know this stems from his reserved personality, but what can I do to best encourage him to be more assertive and social? (without being an unsufferable brat of course!)

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