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Reply to "between a rock and a hard place"

Have him play and tell him to make the most of it. Trust me my son's team has been quite terrible. He was on Varsity from freshman year and it was still terrible every year.  So terrible we had a bases clearing bunt.....more than once. Even so my son has managed to enjoy playing with his friends and playing for his school. It goes by fast, summer comes before you know it. Enjoy it.

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