That is my biggest bug-bear with this .. the people I am having the most problem with are people I'm in contact with on a regular basis! I switched email client and suddenly stuff was being quarantined or bitbucketed (the latter I assume is due to the particularly tenants chosen settings.)
Strangely, tests to random helpful people off IRC have been fine. I have to say, based on this experience, I would struggle to recommend O365 to clients (not that I have any these days!) False positives are at least as bad as false negatives :( Steve On Mon, 12 Nov 2018 at 19:10, Michael Wise <michael.w...@microsoft.com> wrote: > > > I think the only way is to carefully test it, “In Combat”. > > Just remember, if you’re sending to the same recipient all the time, the > machine will notice … > > > > - When you start sending > - If the recipient never replies > - … other things. > > > > So you will need many test recipients, and careful evaluation of the > results. > > For all receivers of concern. > > > > Aloha, > > Michael. > > -- > > *Michael J Wise* > Microsoft Corporation| Spam Analysis > > "Your Spam Specimen Has Been Processed." > > Got the Junk Mail Reporting Tool > <http://www.microsoft.com/en-us/download/details.aspx?id=18275> ? > > > > *From:* mailop <mailop-boun...@mailop.org> *On Behalf Of *Steve Dodd > *Sent:* Monday, November 12, 2018 8:33 AM > *To:* mailop@mailop.org > *Subject:* Re: [mailop] O365 discarding mail after User-Agent change > > > > For anyone interested in this.. > > > > I had a bit of an exchange with Michael off-list, we thought he had > mitigated the issue, it seems not. > > > > Reading between the lines of Michael's off-list replies, I went looking at > a certain part of the Mailpile code (I intentionally won't be too precise > here.) Anyway, I've just discovered an otherwise harmless bug that will > make "new messages" (i.e. thread/conversation starters) look slightly > different to replies, forwards, etc. This might explain why almost all the > test messages I sent succeeded, but "real" mail has continued to fail. > > > > Anyway, I'm wondering generally if and how mail software authors - > particularly of 'niche' software - can test and discuss interoperability > with the big inbox providers. Is such discussion appropriate here? If not, > is there another forum? > > > > Steve > > On Fri, 26 Oct 2018 at 14:18, Steve Dodd <steved...@gmail.com> wrote: > > Hope nobody minds a 'civilian' posting here.. > > > > I switched to using Mailpile (https://www.mailpile.is/ > <https://na01.safelinks.protection.outlook.com/?url=https%3A%2F%2Fwww.mailpile.is%2F&data=02%7C01%7Cmichael.wise%40microsoft.com%7C24e5965d95484bea8d6708d648bde589%7C72f988bf86f141af91ab2d7cd011db47%7C1%7C0%7C636776377778864272&sdata=jH8UccI69rnhPG3bPtFt5%2FiJiXrkk5jeFJbVpZ7ZjqI%3D&reserved=0>) > on 1st Oct (but not enabling any encryption features, etc.) About five days > later I started to have real problems with deliverability to certain > recipients on O365. > > > > I'm using my Gmail account, so messages are still going out through their > servers; SPF and DKIM should therefore be unchanged. > > > > The recipients in question are people I have been corresponding with for > some time, so I am in their address books and there is a history of them > responding to my messages. Sadly they're non technical and so can't provide > me with any information. > > > > All the tests I have run with technically minded contacts who happen to > use O365 have been fine, and when I've managed to get a look at the headers > there is nothing untoward flagged that I can see. > > > > Absolutely baffled and having real problems running my life (O365 seems to > be preferred by UK government departments and services.) I have tried > sending from a Gandi-hosted domain as well, and having similar issues, even > after enabling DKIM. > > > > Hints and tips gratefully received... > > Steve > >
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