Ask him to. He may be waiting for encouragement. Or contact _him_ rather than waiting for him. People's needs differ. People's courage differs. People's tolerance for phones and/or willingness to write letters and/or available time will differ. This is all stuff that has to be negotiated.
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Give us more details please. Who is "he"? Father, brother, boyfriend, ex boyfriend. It makes a difference. Anything else.
Ask him to? If you send him messages, include friendly questions that encourage a reply.