It's been suggested to me off-list that if I mention the recipient domains
I am having problems with, it might help. They are:

kent.gov.uk
seap.org.uk

The sender domain is gmail.com. As I said, baffled by how something with
valid Gmail DKIM & SPF could be thrown on the floor like this.

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/) 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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