After Stephen, that is where our paths start to diverge. Harvey and Helen are descended from Stephen's fourth son, Justus Calkins (1741-1820), who was born in Sharon, CT, and died in New York.
We, in contrast, are descended from Stephen's second son Joseph (1737-1806), who was born in CT, Hebron actually, but died in Vermont, in a town called Tinmouth. Well, I did have braces as a child so that name seems to fit us better than you.
So after that our paths diverge greatly and there is nothing else that needs to be said about that. There are many Calkins in this country thanks to the migrations of Hugh and family so it is not particularly surprising to see our paths criss-crossing from time to time throughout the centuries, untold eons of time for eternity. I don't see why that has to do with anything.
Maybe someday we could all get together at one of those reunions organized by the Family Calkins Association, if only we could all get along without playing silly mousetrap games.