Hi Adam. Would you mind emailing into our support team at email@example.com? We'd love to help fix this problem, but can better track and manage it through our official support channels (of which Community is not one). Thanks!
An infographic of email limitations (and possibilities) is an exceptional idea! Education for stakeholders and non-email geeks is definitely one of the best ways to set expectations and prevent fails from going out the door. In my previous agency life, I had my own guide called Jason's Little Guide to HTML Email that I shared around. In retrospect, an infographic probably would have worked a lot better.