How to use Outlook/Office365 to send CurrentWare Emails

How to use Outlook/Office365 to send CurrentWare Emails

Microsoft Office 365 Email accounts that are private accounts are straight forward to setup.

Managed mailboxes may need additional setup through the Administrative portal to work as a message sender through the CurrentWare Console. 

Setting up your Outlook/Office 365 settings within the CurrentWare Console

Input your Email Information on the CurrentWare Console

  1. Name: Choose a name as the sender of the email
  2. Email Address: Outlook/Office address
  3. Password: Outlook/Office password
  4. Confirm Password: Outlook/Office Password

Input the Server Configuration on the CurrentWare Console

  1. Outgoing mail Server: smtp.office365.com
  2. SMTP Port: 587
  3. Check the option “This server requires an encrypted connection (SSL)”

Help! Test Email Account is not working?

When you enter your Email credentials in the email settings through the CurrentWare Console and try to send a test email, you will get a “Message failed to send” error. Check the CurrentWare Console log (C:\Program Files (x86)\CurrentWare\Logs\cwCon.log) for the following error:

ERR::-2146233088: The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.7.57 SMTP; Client was not authenticated to send anonymous mail.

This is an indication that your Outlook mailbox is blocking CurrentWare from sending emails.

User account must not be setup for Multi-Factor Authentication(MFA) to work as a CurrentWare email account.

Here are the basic steps for disabling Multi-Factor Authentication (MFA). You will need to have access to an Office365 Administrator Account or contact your IT admin to perform this activity.

  1. Go to the Office 365 admin center.
  2. Go to Users > Active users.
  3. Click on Multi-factor authentication tab option.

  1. Select your user
  2. Click Disable on the right side under quick steps option

Here is the Microsoft document for Setting up multi-factor authentication

Fix by adjusting Authenticated SMTP Setting on sending mailbox:

  1. Open the user in the Microsoft 365 admin portal
  2. Navigate to the Mail tab

3. Click on “Manage email apps”


4. You need to set the mailbox to be be managed as an “Authenticated SMTP” mailbox.


Use an Application password with MFA turned on

If none of the other steps work, you have the ability to use an ‘App Password’ which is a generated password that will work on 3rd party applications, which you can get through your Outlook/O365 account settings. See the Microsoft doc here.

If you have further issues with your CurrentWare Solutions, contact our technical support team.


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