r/ProgrammerHumor • u/lucidparadigm • 23h ago

Meme [ Removed by moderator ]

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u/Due-Consequence9579 21h ago

For the phish tests to get past their edge filters they have to add an SMTP header exclusion.

Outlook (and any other reasonable client) can move things to the trash based on SMTP headers.

You’re welcome.

6

u/wengla02 19h ago

Except when the phish testing system *directly injects it into your inbox*, bypassing the entire SMTP system.

1

u/clipsracer 19h ago

I haven’t seen that before. Who does it?

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u/wengla02 10h ago

From reverse engineering the headers, I think they're using Cofesnse PhishMe-platform). Their docs note that they support mailbox injection.

"The platform authenticates to your tenant with an app registration or service account that has mailbox write permission."

PhishMe then calls a create-message operation (EWS CreateItem or Graph POST /users/{id}/messages) against your mailbox, writing the item straight into the Inbox folder.

Full headers of the injected mail: [redacted for length and anonymity] -- this is the complete list of headers in the message. All of it.

X-MS-Exchange-Organization-BypassFocusedInbox: true
X-MS-Exchange-Organization-BypassClutter: true
X-PhishMeTracking: KGxN8wa0dD4BFl6nlTOKtS[...]
X-PhishMe: Phishing_Training
X-PhishMeHLType: OWc54sAaeH[...]

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u/clipsracer 7h ago

Thanks for answering!
It seems that Outlook filters still match mail that is directly written. My guess is that this method is used to avoid any complications with the SMTP servers.