Jim Webb would be a good pick. However, don’t know much about him. I think Trump’s achilles is with suburban/working women. I don’t know how much he would help with that demographic.
Webb was Reagan’s Secretary of the Navy. He is the kind of Democrat who wants to leave his party because it has lost its way, but holds out hope that it can be saved. It can’t. It’s over. He needs to prepare the last rites for his old party.
Webb might be a good secdef.
He was Reagan’s secnav.