San Francisco public transportation is neither reliable or safe enough for my family. The only thing that’s remotely decent is Caltrain, but that has the last mile problem.

I am on the fence about this comment. Without doxxing yourself too much, what neighborhood do you live and where do your children and (I assume) wife work? I would disagree for about 50% of the city in the "western zones". Sure, it is slow, but it is reliable and safe (both trains and buses).