As a nitpick, TLS does not indicate the sender of the email. You can try using different terms, but the standard terminology in the mail space is "envelope Fro

As a nitpick, TLS does not indicate the sender of the email. You can try using different terms, but the standard terminology in the mail space is "envelope From" vs "header From", as I used above. These are different things, and there's enough information in this email for you to know which is which. Some MUAs--like Outlook--would render this email as "Sent by postalerts@robtoledoyour.com on behalf of no-reply@youtube.com" As I said, it may be that you want your MUA to do that, in which case...use Outlook? But this has nothing to do with limitations of SMTP.