Comments on: TEC Tips: Email Protection Basics https://practical365.com/email-protection-basics/ Practical Office 365 News, Tips, and Tutorials Fri, 05 Jul 2024 08:22:14 +0000 hourly 1 https://wordpress.org/?v=6.6.1 By: Cyril https://practical365.com/email-protection-basics/#comment-296456 Fri, 05 Jul 2024 08:22:14 +0000 https://practical365.com/?p=61080#comment-296456 In reply to Ingo.

Hi Ingo,
I’m glad to hear that from a professional, and yes, it makes perfectly sense, thanks for your reply !

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By: Ingo https://practical365.com/email-protection-basics/#comment-296425 Thu, 04 Jul 2024 17:01:53 +0000 https://practical365.com/?p=61080#comment-296425 In reply to MaxM.

Hi Max,
No, this is not what I meant. Please don’t mix different scenarios.
If you want a company to send emails on your behalf and this company doesn’t support DKIM signing, you have multiple options:
1. add the company’s MTA to your SPF record
2. If SPF is not an option, you could provide a securely published SMTP service (yes, I highly prefer Postfix and have no issue publishing this service) with SMTP Auth.
This SMTP service would then be used INCOMING from this company. Once you receive these emails, you can route them OUTBOUND to external recipients in which way you want.
Ciao,
Ingo

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By: MaxM https://practical365.com/email-protection-basics/#comment-296417 Thu, 04 Jul 2024 14:14:12 +0000 https://practical365.com/?p=61080#comment-296417 In reply to Ingo.

@Ingo:
Did I get it right: You recommend a full blown SMTP solution like Postfix, hMailServer, Windows SMTP daemon etc – exposed to the Internet with official IP addresses – to send legitimate business email?

Limiting our thoughts to MS365 I think it is not possible that any tenant is able to send out emails with a domain that is registered in another tenant. If that’s true, the SPF record of your own domain can include the huge MS IP ranges (spf.protection.outlook.com) without anyone abusing your domain’s SPF record.

True or false?

Kind regards
Max

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By: Ingo https://practical365.com/email-protection-basics/#comment-296414 Thu, 04 Jul 2024 12:49:18 +0000 https://practical365.com/?p=61080#comment-296414 In reply to Cyril.

Hi Cyril,
You’re right. You should think about adding someone to your SPF record twice! However, there are scenarios where the sending infrastructure cannot sign messages, and DKIM is not an option. Then, you rely on SPF. I recommend using an in-house SMTP solution that supports SMTP Auth in such scenarios. With this, you can control what is sent and ensure it’s DKIM-signed.
Makes sense?
Ciao,
Ingo

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By: Cyril https://practical365.com/email-protection-basics/#comment-296412 Thu, 04 Jul 2024 11:56:16 +0000 https://practical365.com/?p=61080#comment-296412 In reply to Cyril.

“As it is stated IN the RCF for DMARC” *
“That’s why I NOW only” *
“(aLong with DKIM)” *

Sorry for the typos…

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By: Cyril https://practical365.com/email-protection-basics/#comment-296411 Thu, 04 Jul 2024 11:52:24 +0000 https://practical365.com/?p=61080#comment-296411 Hello,
I’ve a question regarding the combination of DKIM and SPF for DMARC, when you want to allow some big email provider to send as your domain, as many companies do.
It’s a problematic that some people started talking about over the Internet recently, but I couldn’t seem to find any satisfying answer of someone really understanding deeply the mechanics of these protocols yet.

As it is stated is the RCF for DMARC, regardless of whether full or partial alignment of SPF and/or DKIM is required, only one of the two protocols needs to be verified for the email to be legitimized.

So let’s say you are allowing emailing provider company ABC to send emails as yourcompany.com. Therefore, you configure SPF and DKIM. If ABC has its email appliances hosted over Azure (or some other public cloud), sharing Azure’s IP addresses with other Azure customers, anybody else hosted in Azure could be allowed to send emails as yourcompany.com by this SPF record.
That’s also true for self-hosted emailing providers, we never truly know how they protect the use of other domains among their customers. Therefore, the DKIM key, usually linked only to one customer’s settings privately, seems to be more secure.

That’s why I know only configure SPF records for IP addresses I owe (among with DKIM), and in other cases I only configure DKIM records. Also, this has been advised to me by a company that was helping us troubleshoot our DMARC policy. I know both protocols should serve different purposes, but I have thought about this a lot, trust me, and it definitely seems more secure to me this way. Am I wrong here ?

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By: MaxM https://practical365.com/email-protection-basics/#comment-296372 Wed, 03 Jul 2024 17:22:54 +0000 https://practical365.com/?p=61080#comment-296372 ]]> In reply to Ingo.

Very useful tip regarding TABL and policies for whitelisting.

Dankeschön 😉

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By: Ingo https://practical365.com/email-protection-basics/#comment-296363 Wed, 03 Jul 2024 13:46:12 +0000 https://practical365.com/?p=61080#comment-296363 In reply to MaxM.

Hi Max,
I agree flexibility is limited. Even sharing the same IP addresses, there is a way of identifying single tenants (I read this for outgoing direction). Adding a false-positive on the allow list is possible. You can do this in multiple ways, e.g., TABL or threat policies. You can do this on the sender’s mail or IP address. It’s always a question if you really want this.
But my point in this article is more about the “low hanging fruits” for an admin. The topics you mentioned are related to MDO.
Makes sense?
Ciao,
Ingo

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By: MaxM https://practical365.com/email-protection-basics/#comment-296361 Wed, 03 Jul 2024 13:25:25 +0000 https://practical365.com/?p=61080#comment-296361 In reply to Ingo.

Hi Ingo,
thanks for your reply. I agree that every vendor has its advantages/disadvantages. Systems in front of EOP are limited to the mail routing chain, whereas EOP is better integrated.

On the other hand – due to million of M365 tenants sharing the same resources like IP addresses, AI intelligence – your freedom to configure your tenant’s settings according to your needs is limited e.g. being unable to really whitelist false-positive emails. Instead, submitting them is an unpredictable and tedious task.

Kind regards
Max.

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By: Ingo https://practical365.com/email-protection-basics/#comment-296359 Wed, 03 Jul 2024 12:40:05 +0000 https://practical365.com/?p=61080#comment-296359 Hi Max,
We had several vendors. All of them have flaws. I think it’s up to the vendors how they deal with your complaints and what the technical solution looks like.
Yes, we also have false positives or negatives. I can only emphasize doing as many admin submissions as possible to train your tenant-specific ML. If this still doesn’t help, open a case with MS.
Ciao,
Ingo

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