No you can't in Toronto because you have to be a full time student at the high school. But in certain states in the USA you can play on a team if you are really good.
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No. IF you are on a high school baseball team you can have nothing to do with your travel baseball team until the high school season has ended.
Theo Epstein did play high school baseball. He graduated from Brookline High School in 1991 after playing ball for the Brookline High School Warriors.
Yes; but you do not have to go to college; you can get drafted as soon as you're out of high school.
Lou Gehrig played Baseball, football and soccer while attending Commerce High School.
There are no educational requirements to play in MLB, meaning Major League Baseball. With that said, most players have a high school education.