@ubernaut Thank you for your help.
@larsonw26 The file you provided loads perfectly fine here. So we can condense the issue to be solely MacOS-related. I have edited the headline of this topic to reflect the actual issue.
I saw someone mention earlier about sub hits coming off first.
I believe a DD changes when a Sub fires. With one, a sub fires when everything else does.
So I think a defending sub would fire in surprise strike, but the attacker sub would fire with other units if the defenders have a DD.
Also in the opening fire phase, sub hits could be taken on defending subs that also fire, thus preventing a unit from not getting to fire if you have enough subs to cover the hits.