Optonline does not receive my Mac Mail

I use Mac Mail for various email addresses (comcast, gmail, mac/me) and I usually have no problem sending mail.
I have had a problem not getting a person using Optimum (Optonline.com) to receive any of my emails. It just does not get to the person (he's in his 80s, so I can't just say "get a gmail account") I receive mail from him just fine, but if I reply or start a fresh email, it just goes into outerspace, with no indication that it gets bounced, returned, or anything.
I did have success by using Moble Me WEB interface rather than my SOFTWARE Mail interface. Which leads me to believe it is related to Optonline not liking something that Mail is doing to the email???
This is a client, so its kinda embarrassing to keep wondering if they got my email etc.
Thanks, Dennis

Thanks Bob and Ernie
I have his address correct, because the problem exists even if I REPLY to his mail. Nothign gets there.
BUT when I tried the Web-based version of .Mac/Mobile Me it went thru. The only difference was that the failed transmission came from the SOFTWARE based "Mail" program that is part of the Snow Leopard, which I used happily for 8 years. I wonder if there is some kind of formatting/preference that Mail interjects that Optonline thinks is evil? I have never knowingly, had this problem with any other recipient.

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