You can serve your own error pages instead of Heroku's and show your boss whatever you want. They're specified as URLs, so they can be hosted on some other platform. I don't know if that feature works when AWS is failing Heroku, but if Heroku's up enough to serve the error page, maybe it's up enough to serve the error page you configured instead of its own.

https://devcenter.heroku.com/articles/error-pages