The only chance to show him a better way probably over by the mid 80s. He had cemented a sense of superiority by then and whatever humility he might have had was completely blown away when he managed to sell Zip2 for millions, before anyone knew who he was.
The only way to "resolve" the "culture war" to Elon's satisfaction would have been for Vivian to deny her identity and keep trying to be Elon's son. There's no fair or equitable resolution that caters to Elon's sensibilities.