The Boeing wallet is currently burning because they wanted to save the operators a few bucks on staff costs, will they do it again?
They already have. The Max is close to being recertified. If they wanted the expense of a clean sheet design they would already have started the process. In the current climate neither Boeing or Airbus have the financial capacity to start developing a pilotless airliner. The next new design if there is going to be one will be a narrow body. The narrow body environment is even less likely to go single pilot than the wide body.