Try to email your dad first. If you're the one initiate the conversation, then your dad will be able to reply to that same thread. After that, add him to contact list once he responded. The point is to make an attempt of your self initiate the connect to that server.
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Try to email your dad first. If you're the one initiate the conversation, then your dad will be able to reply to that same thread. After that, add him to contact list once he responded. The point is to make an attempt of your self initiate the connect to that server.
Doesn't always work. I've seen Outlook 365 or whatever it is mark a reply as spam. It's rare, but apparently not impossible.