QUOTE
[1]Does anyone have any idea what is going on here? [2]And does it mean the message is flagged as junk (and possibly going straight into the junk folder) when it arrives with the recipient?
1. Not really, but I'll do some 'sleuthing'.
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However, there appears to be a post almost exactly matching your thread title!
2. I seriously doubt it. Some ISPs have monitoring functions on their mail servers that can assign labels such as "SPAM" in the headers of a message, there might be one that can insert a "JUNK" label. But it is still up to the recipients mail app to use that label or not. On a web-based mail viewer (assuming it is the same ISP that created/added that label) the actions may be more automatic.
Are you using anything like Spamsieve? If you
are, can you select the message and use that app to tell it the message is "Good"? As for Apple's Mail app, I'm not aware that it even looks at outgoing messages with its "rules".
If you
don't use Spamsieve, what are your settings in Mail's Prefs? Mail has a 'Trust junk mail headers...' checkbox in the Prefs. And there are several choices to tell Mail to exempt certain messages. Of course, all these choices are applicable to
INcoming not outgoing messages.
Just for grins, try copying one of those messages (change the recipient if you like or use another of your own addresses). Add your own address to the CC: or BCC: list. Now, send it again. How did Mail react to the message? Did it label/assign it JUNK or SPAM status?
Here's a crazy idea! Did anyone (I think you have a cat...
) happen to select some of those 'sent' messages and
then use the "Apply Rules" command?
There are several questions on the Apple forums, according to Google, but nothing terribly recent. The 2010 question has no responses. The 2006 question and answers can be found here (while the Apple forums are down for maintenance):
So - try the suggestion - disable the junk mail filtering, quit Mail, restart Mail and reenable the junk mail filter. See if that works. It's an easy fix, if it works.