Emails from my O365 email going to spam

SkidMarkKing · 23 May 2021 at 15:30

Hi guys,

It seems when I email hotmail/outlook email addresses from my office 365 email it goes to their spam. Obviously this isn't good as it's my business email address.

When I email gmail and other addresses it goes to inbox no problem.

I have read about adding an SPF record to prevent this?

I do have have an email signature made by hubspot which is copied and pasted into the signature so i'm not sure if this is triggering as spam?

Thanks in advance.

Django x2 · 25 May 2021 at 23:21

Yes, almost certainly. You can added a DMARC, SPF and DKIM record to DNS. Absolutely do this

SkidMarkKing · 26 May 2021 at 09:17

Django x2 said:
Yes, almost certainly. You can added a DMARC, SPF and DKIM record to DNS. Absolutely do this

Looks like I have already added an SPF (-all) record previously.

I will look into DMARC & DKIM.

Cheers

Glanza · 26 May 2021 at 10:54

Is the SPF record valid and active, check on mxtoolbox.com

Also setup DKIM and DMARC

SkidMarkKing · 26 May 2021 at 11:25

Glanza said:
Is the SPF record valid and active, check on mxtoolbox.com

Also setup DKIM and DMARC

SPF is but I haven't done DKIM and DMARC.

I have followed a guide to allow through the windows power shell but the commands I have copied and pasted to allow DKIM keep failing saying incorrect command.

If I go to "https://protection.office.com/dkimv2" then click the domain I get "No DKIM keys saved for this domain."

Glanza · 26 May 2021 at 11:45

SkidMarkKing said:
SPF is but I haven't done DKIM and DMARC.

I have followed a guide to allow through the windows power shell but the commands I have copied and pasted to allow DKIM keep failing saying incorrect command.

If I go to "https://protection.office.com/dkimv2" then click the domain I get "No DKIM keys saved for this domain."

You need to put the CNAME records in ready then do the following:

https://www.oxcrag.net/2018/08/31/fixing-no-dkim-keys-saved-for-this-domain-in-eop-and-office365/

SkidMarkKing · 26 May 2021 at 13:36

Glanza said:
You need to put the CNAME records in ready then do the following:

https://www.oxcrag.net/2018/08/31/fixing-no-dkim-keys-saved-for-this-domain-in-eop-and-office365/

Thank you. That brings up the login box but the remote server outlook.office365.com is denying it.

Could this be because we now have to use to authenticator app to allow logins?

Django x2 · 26 May 2021 at 14:04

Yes, MFA is not something basic auth connections can handle so you'll need to exempt the account from MFA, at least while configuring

SkidMarkKing · 26 May 2021 at 15:50

Django x2 said:
Yes, MFA is not something basic auth connections can handle so you'll need to exempt the account from MFA, at least while configuring

MFA has been disabled but it's still saying Access Is denied when running that script (copied and pasted). I am asked for a username/password. Presume that's my email/password? I've also tried the admin account as well.

Django x2 · 26 May 2021 at 21:39

SkidMarkKing said:
MFA has been disabled but it's still saying Access Is denied when running that script (copied and pasted). I am asked for a username/password. Presume that's my email/password? I've also tried the admin account as well.

I'm guessing you're an exchange admin or global admin on the tenant.

You could try exop V2 module. The commands will be similar but it works better with modern Auth. You might have a policy prohibiting basic Auth connections

Glanza · 26 May 2021 at 22:28

Might not be a issue with you after all:

https://twitter.com/x/status/1397664020828540930