Rob, the geek guidance here is to do some tests of similar/same content sent from two places, webmail and Thunderbird, and then "diff" the results to see what's different.
Particular things to look at: - MIME headers - Character encoding And basically just try to find what Thunderbird or Outlook client is doing that webmail isn't doing, then add it to webmail. You possibly might be in a better place here if you built the webmail thingy yourself and can modify it. Otherwise you might want to try some other webmail application (a realm I know little about). Can't hurt to see if Microsoft can do anything on their end, of course. Though I don't think the chances of success there are super high. But you're still right to try. Good luck. Cheers, Al Iverson On Wed, Jun 1, 2022 at 4:29 PM Rob McEwen via mailop <mailop@mailop.org> wrote: > > RE: outlook/hotmail (silently!) putting legit msgs into "Junk Email" folder > > All of a sudden - my users are having either all or most of their > webmail-sent legit hand-typed messages going to outlook/hotmail - placed into > outlook/hotmail's "Junk Email" folder - specifically, when logged into the > outlook/hotmail webmail site. But if the same message is instead sent by the > user from their Outlook Desktop app or Thunderbird, it works. Fwiw, the > accounts I tested had SFP and DMARK setup and working correctly. (fwiw, I'm > using the same webmail setup that I've used for a long time - no recent > changes there.) > > I've reached out to some of my contacts at Microsoft - so I'm waiting to hear > back from them - but in the meantime - is anyone else seeing this? Any > suggestions? > > The kind of messages getting blocked - would be the kind that I would be > embarrassed by if my system were blocking such hand-typed not-spam business > emails - this must be overzealous spam filtering - but if, in the meantime, I > could find a workaround to get past this, that would be great! > > Also, I think this is appropriate for Mail Op because (1) others could be > having this issue too, but not even be aware of this yet? These message are > getting "250 OK" responses, so this won't get noticed as quickly! and (2) > messages going to outlook/hotmail are a statistically significant percentage > of all email, so this might be a new issue impacting many many people. > > -- > Rob McEwen, invaluement > > _______________________________________________ > mailop mailing list > mailop@mailop.org > https://list.mailop.org/listinfo/mailop -- Al Iverson / Deliverability blogging at www.spamresource.com Subscribe to the weekly newsletter at wombatmail.com/sr.cgi DNS Tools at xnnd.com / (312) 725-0130 / Chicago (Central Time) _______________________________________________ mailop mailing list mailop@mailop.org https://list.mailop.org/listinfo/mailop
