what should we do for summer ball question.

What are your son's goals? If it's college ball how will either one get him there unless he wants to play at the local JuCo. If optimizing his high school experience is the goal I suggest playing for the high school coaches. It's every day exposure. Can he play for the Connie Mack team when not playing for the high school summer team?

Truth be told I think my son would be happy playing for a JuCo if it means he gets to keep playing baseball. He is not a hot prospect or anything he just loves to play. He put's in the work but maybe not the most talented.
My son wants to play with the club to prove to himself he can play at a higher level. Also the club has pitching and outfield coaches and will have a strength and conditioning program.

He wants to do both but is somewhat concerned that doing so without the H.S. coaches approval will affect how the coach looks at him. He'll go from the kid who works hard and does everything coaches ask to selfish and doesn't care about the team.

I believe that because Connie Mack ball is considered "League Play", he is disqualified from participating in additional league play. Might be state-by-state but that was the situation for us in Florida.

I would go for the Connie Mack ball, down here it provided very good exposure, as long as you have the key tournaments sprinkled into the schedule.

I'd see if it is possible to do both. I run a Connie Mack program here in northern California, and we have a lot of players who also play on their high school summer teams. My rule is that the high school program comes first, and you play with us when your school isn't playing. Of course, that works better with HS coaches who cooperate with us, rather than thoese who always think the player must be with them. If the HS coach would go along with it, I'd do both. If he won't, you'll have a tough choice to make.

I can tell you that in our area, there is no comparison to the quality of baseball, or exposure to college coaches, between Connie Mack games and high school summer games. Nobody goes to HS summer games out here, while we are followed by quite a few college coaches at the CM games.

By the way, Connie Mack is 18u, not 19u as you indicated. Not that it matters that much, it's still very good baseball.

Son wants to do both just the HS coach doesn't seem to like that idea. Neither coach has said anything about any rules against doing both. CM coach just asked that we let him know as soon as possible what games he'd miss.
Asking around it seems the level of baseball in CM league is several steps above the HS league. I guess it is 18u my mistake.
At this point we're leaning to doing both and if schedule conflit we go to the HS game. Hopefully it works out.