Using classic Outlook for Windows in business environments
I have an gmail account. from it, I sent an email to my hotmail account. the hotmail account does not receive the email. The Gmail account does not show any delivery error messages.
With that same gmail account I can sent to other email addresses and they receive no problem
In my hotmail account, if I add the gmail email address as a "safe Sender", then I will receive the emails. Then after that, even if I remove the gmail address as a safe sender, I will continue to receive emails in hotmail from the gmail account