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Should a "young" junior play 16U or 18U?

My son has a high school teammate, an outfielder, with a September birthday. He does not pitch at all. My son's 18U summer team, which is primarily juniors, a couple seniors, and one college player, is playing in some good wood bat tournaments and a Connie Mack league, and they are in need of one more outfielder--the coach has told the boys to be on the lookout for a likely candidate. My son would like to recommend his teammate to the coach.

However, the teammate is currently trying out for another team, also a very good team that plays in the JOs and so on, and has been tentatively placed on the 16U squad. My question is, assuming the two teams have equal strength of program, which placement is better for the player? To play with his league age or with his grade level? He's a great kid and of course my son would like to have him on his team but at the same time he doesn't want to push him to do something against his best interests.
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