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Mail User Guide

You can change preferences for the SMTP mail server you use to send messages, as directed by the provider of your email accounts.

To change these preferences in the Mail app on your Mac, choose Mail > Preferences, click Accounts, click Server Settings, click the outgoing Account pop-up menu, then choose Edit SMTP Server List.



Server list

The servers available to you and the accounts that are using them.

Add , Remove

Add or remove a server. Don’t remove a server that’s in use by an account unless you’re ready to select or add another one immediately.

Server Settings




The description of the server appears in the Mail sidebar and any pop-up menu where you choose a server.

User Name

Your user name on the mail server.


Your password on the mail server.

Host Name

The name of the mail server.

Automatically manage connection settings

Webex network recording editor for mac. Mail automatically manages settings for your email account in Mail, such as port numbers and authentication methods.

If you deselect this option, you can specify the following, as directed by your email account provider:

  • Port (or Internal Port and External Port), Use TLS/SSL: The port numbers for sending messages, and whether to use TLS/SSL.

  • Authentication: The authentication method. This option is available only for POP and IMAP accounts.


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Set up Exchange account access using Outlook for Mac. If you have Outlook for Mac, you can use it to access your Exchange account. See Add an email account to Outlook for instructions. Set up Exchange account access using Mac OS X 10.10 or later. If you're running Mac OS X version 10.10 or later, follow these steps to set up an Exchange email. Mac Mail For Exchange Server Outlook. Set up Exchange account access using Mac OS X 10.10 or later. If you're running Mac OS X version 10.10 or later, follow these steps to set up an Exchange email account: Open Mail, and then do one of the following: If you've never used Mail to set up an email account, the Welcome to Mail.



TLS Certificate

Some SMTP servers require computers that connect to them to provide a certificate proving their identity.

Allow insecure authentication

For accounts that don’t support secure authentication, let Mail use a non-encrypted version of your user name and password to connect to the mail server.

If you change settings, click OK to save your changes.

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See alsoVerify an email account’s outgoing server in Mail on Mac

We are using exchange 2016. Mac users keeps on disconnecting on exchange using mac mail. The issue is reported to Microsoft.

Below is a summary of the case.

Symptom: MacBook apple mail always disconnect on exchange server

Cause: Autodiscover process not correctly handle by MacBook


- Checked that all server components and services were ok

- Checked that the mail flow was ok

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- Checked on IIS Default Web Site and Back End Site have the correct bindings and certificates assigned (Default: Public Certificate, BackEnd: Microsoft Exchange Certificate).

- Checked authentication and other settings on the EWS Virtual Directory, since MacBook will use this VD to connect to Exchange but was everything ok

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- Customer confirmed that Outlook clients, mobile devices and OWA are working correctly.

- Recreated the issue by removing the profile on the Macbook and create a new one, and checked that was not able to correctly configured, and was presenting a Self-Signed Certificate, not the Public one.

- Testing on our MacBook but is getting a wrong certificate: Remote Certificate Subject:, OU=PositiveSSL, OU=Domain Control Validated, Issuer: CN='cPanel, Inc. Certification Authority', O='cPanel, Inc.', L=Houston, S=TX, C=US

-Testing on ExRCA allowing automatic configuration using Autodiscover ended up with error when sync

-Testing on ExRCA manually selection the EWS website, perform all steps successfully (because we are bypassing the autodiscover, providing directly the rootdomain test of Autodiscover)


-Showed on ExRCA that the first certificate was not the correctly one and the MAC was stuck on the first step of the Autodiscover

- This will also affect the MacBook that will try to connect using IMAP

-Outlook clients, will eventually connect because, they will first attempt to connect to and next step will be: . However, Mac users stuck on the first process., taking the wrong certificate.

- For Windows machines we can avoid that behavior but that is not possible on Mac I am afraid.

- Unfortunately, It is well known that Mac products are not working 100% with Microsoft products such us Exchange, ActiveSync issues, Autodiscover issues among others.

MacBook Pro, OS X Yosemite (10.10.5)

Posted on Mar 26, 2017 11:27 PM