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STARTTLS is the command the smtp client issues to start a TLS connection. Outlook.com requires TLS connection.

So you should have SSL enabled (which is the same as TLS) and ensure you have the correct port set.

BR Nicolai

Hi Nicolai,

Thank you.

I have tried it out and it works.

Maybe you should consider adding this piece of info on the documentation as there will probably be more outlook.com related projects.

Thank you,
Adrian

I thought that was common knowledge.

I have added TLS to the SSL setting to be more clear...

Hi Nicolai,

It probably is common knowledge for someone working with these all day but for an admin receiving instruction from IT to configure the SMTP without SSL and they only have a checkbox saying "SSL" in most cases they won't check that box.

Thank you for adding it up.

Adrian

please make sure if your using outlook or office365 your smtp username and from address should be same...

Hi Shiwanka,

Yes. I made sure we are using the same values. I know they are pretty sensitive about it.

Thank you,
Adrian

Further information related to setup office 365 as SMTP

Recap – screenshots below.

1. Sender email and account has to be the same email
2. The user has to setup an app password for the sender account to use for smtp login because of Multi Factor Authentication
   1. To make that possible, the service settings for the entire sender domain has to be changed so users are allowed to create app passwords
   2. The sending user can then create an app password with i.e. the name “Dynamicweb SMTP”
3. Setup smtp settings with these settings
   1. Server: smtp.office365.com
   2. Port: 587
   3. User name: <user@domain.com> i.e. “np@dynamicweb.dk”
   4. Password: the app password created in 2B
   5. SSL: Enabled
   6. Do not use SMTP pickup directory: enabled

1 - Sender email and login email has to be the same in order to use office 365 SMTP:

So if I want to use my own account to send out emails in DW, I have to change the system email to my account:

Alternatively it is possible to setup my account, i.e. np@dynamicweb.dk to be allowed to send emails on behalf of noreply@dynamicweb.dk

2: Create an app password:

The domain administrator has to setup the domain to allow users to create app passwords:

Setup here: https://account.activedirectory.windowsazure.com/UserManagement/MfaSettings.aspx?BrandContextID=O365

The domain user, or sending user, in my case np@dynamicweb.dk, has to create an app password:

Docs: https://docs.microsoft.com/en-us/azure/active-directory/user-help/multi-factor-authentication-end-user-app-passwords

Set it up here: https://account.activedirectory.windowsazure.com/AppPasswords.aspx

3: Setup smtp settings:

Use the app password created above in the password box

Hi Nicolai,

Is there also support for OAtuh 2.0? And if so, how can this be setup?

Currently not...