Wrong email sent to Junk Folder

I have a friend whose email is aways put in the Junk Folder. I've clicked on NotJunk at least 10 times now and his emails still go to Junk Folder. He's in my Address Book, even added him to the Address Book directly from his email. He's also in my Previous Recipients lists.
This has only been happening since I upgraded to Tiger. In Panther his emails were delivered to the correct mailbox.
Any idea how I can get his email delivered to my main mailbox?
Thanks,
Doug

In a word NO! several of us are haviing very similar problems, especially since upgrading to 10.4.4.
I got round this by 'training' on JUNK, keep messagges in INBOX instead of sending junk to the junk box, as then I just read all of the messages.
if you read several of the other topics here we are having similar problems.
Something strange is going on but they seem to be denying it.
sorry this is not any more help. but at least you know you are NOT ALONE
Lets hope it gets sorted by somemone soon, instead of saying it is our fault with settings etc.
BTW I am not intending this as inflammatory I am just so frustrated and i have been using my iMac since Oct 2002 and never had these problems before.
Best of LUCK

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