I also see similar behaviour with Office365 and have done for quite a while.

I observed that the duplicates were not exact duplicates but that one of them has a number of additional header fields that Microsoft stuck on. These begin "X-Ms-Exchange-".

So I put a rule on my O365 Sent Messages folder as follows:

All
X-Ms-Exchange-Organization-Expirationstarttime EXISTS
[then]
Move to Mailbox "Sent Duplicates"

"Sent Duplicates" is a folder. Periodically I select all the messages in that folder and expunge them.

On 8 Feb 2022, at 5:35, Alexandre Takacs wrote:

FWIW I see similar behaviour with O365 accounts



On 4 Feb 2022, at 18:15, Mark Whalley wrote:

I have:

Zoho - I get no duplicates (and have intentionally disabled saving at server end as I was getting two sent messages)
Gmail - I get no duplicate (no idea if I ever changed anything)
M365 - I get duplicates (will investigate)
I never normally sen via Gmail or M365 so don’t really have an issue.

There is this discussion around request to have MailMate not save to SENT - https://www.mail-archive.com/mailmate@lists.freron.com/msg05316.html

Regards,
Mark

On 4 Feb 2022, at 15:53, James Coffey wrote:

It occurs for 3 accounts - one Gmail, one Google hosted domain account, and a corporate account that uses OWA (I think).

Jim

James Coffey

On 4 Feb 2022, at 10:51, Mark Whalley wrote:

Which mail provider are you using?

I had a similar problem with ZohoMail as it has an option to save a copy of sent messages to the Sent folder when sending via SMTP. Turned it off an now I just rely on MailMate saving the sent message there.

Regards,
Mark

On 4 Feb 2022, at 15:44, James Coffey wrote:

For some reason, my sent messages folders show each message twice. They’re not being sent twice, fortunately.

Jim

James Coffey
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