In Microsoft 365 settings page, click Install and manage software under Software section. Outlook 2016s Auto Account Setup feature requires an autodiscover record for the domain of the email address being set up. Nearly all IONOS domains already have this record set automatically. Start Outlook 2016 for Mac on your Apple computer. From the menu bar, go to Tools > Accounts. Select Exchange account for the account type.A digitally signed message lets your recipients verify your identity as the sender an encrypted message offers an even higher level of security.Both you and your email recipients must also install and share encryption certificates. Using digital IDs (certificates) for sender and recipients (S/Mime): This option works with any email account that you have added to Outlook but requires your recipients to also use Outlook (or an S/Mime compatible email application). The three options and their availability scenarios are:
Setting Encryption On Outllok 2016 Software Under SoftwareSo this option to encrypt email in Outlook combines the best of both the previous two options. Using Email Encryption Add-ins: The right Outlook email encryption add-in can let you send encrypted to any recipient (any email address, including free webmail users) using any email account. This option is also likely the most expensive. Also, you need the Outlook application installed as part of the Office 365 subscription (this encryption option is not available in Outlook 2013, Outlook 2016, or Microsoft Office one time license purchases). However, this option is only available to you if you use an Office 365 email account (Exchange Online). Office 365 Message Encryption (OME): This option does not require installing certificates and allows you to send encrypted messages to any email recipient. Solidworks student edition free trial for macYou must use Microsoft email.Sending to government agencies or enterprises that use Outlook and have certificates setup.Sending to your vendors or others where you can mandate your requirements.Sending to clients on different email services such as Gmail, Yahoo, Hotmail, iCloud and others.As the table shows, the S/Mime method is only suitable if your recipients also use Outlook and are willing to install certificates. Also need certificate for each recipient.Expensive: $8-15/month ($96-180/year) extra on top of your O365 Business Essentials or Business Premium subscription.Free: Free for Encyro Outlook Addin (varies for other add-ins).Hard: Setup is not possible for many clients.Moderate: Receiving your secure message is hard. On mobile)No: Need access to your PC with Outlook and certificates installed.Expensive: $40-$370 per year for certificate for you. If you already know the one you want and just need the encryption setup instructions or the steps to send a secure email in Outlook:- Jump to Method 1: Using digital ID (encryption certificates) and S/Mime- Jump to Method 3: Using free encryption add-ins.Many: Most email accounts that work in Outlook (but not G-Suite with GSSMO).Only Microsoft: Office 365 Exchange Online only.Many: Most email accounts that work in Outlook.Very Hard: Both you and your recipients must buy and install certificates.Easy: Upgrade to the correct Office 365 subscription.Moderately Easy (6 clicks): Select Options -> More Options -> Security Settings -> Encrypt -> OK -> Send.Moderately Easy (3 clicks): Select Options -> Encrypt -> Send.How hard for recipient to open your encrypted emailEasy: Once initial setup performed, encrypted emails open normally.Moderately Hard: Recipient must request a new code each time, wait for code in email and then enter code to open your secure email.Easy: Recipient can open with one click (link auto-expires for security).Yes: Since recipient also installed certificate, they can send encrypted.Yes: Secure message view offers option to reply.No: Unless they help forwardee install certificate.Can you receive a new secure message from clientsNo: They cannot start a new encrypted email.Yes: Yes, for Encyro Outlook Addin (varies for other add-ins).Read secure messages outside Outlook (e.g. The table below summarizes the features to help you choose. This button is no longer available in Outlook 2016, Outlook 2019 and Outlook ProPlus (the version installed with an Office 365 subscription). Also, most of them show older screenshots from Outlook with the "Get Digital ID" button to obtain email encryption certificates. Unfortunately, these articles have not been updated to include the easier OME option that newer versions of Outlook provide. As a result, others have attempted to explain how to encrypt email in Outlook, such as in these articles by TutsPlus, Comparitech, LaptopMag, SSLSupportDesk and TrendMicro. In practice this can be a hurdle that many clients may need hand-holding with.The option to use the Encyro Outlook Addin provides the easiest user experience and is free.Regardless of which option you choose, you can find the setup instructions and the detailed steps to send an encrypted email from Outlook, below.Microsoft's instructions to encrypt email in Outlook can be a little daunting as the different steps to obtain email encryption certificates and using the available options are split across multiple documents. This option should primarily be chosen if your recipient's organization requires it.The OME option is great if you already use Microsoft email through an Office 365 subscription and do not mind recipients to go through the extra step of requesting a code. Here is a link to obtain a free email security certificate.When you purchase a certificate, you will receive a file containing the certificate and a password that is required to import the certificate.Backup the certificate and password: Make sure you maintain a backup of both the certificate file and the password because in case your computer or hard disk gets damaged and you need to setup Outlook email encryption on a new computer, you will need this same certificate again. To purchase, click this Microsoft link and then click on the CA of your choice.You could purchase the certificate from other CAs as well: be sure to select the email security certificate (sometimes also called an S/Mime encryption certificate, or secure email certificate) and not the SSL certificate which is likely the one most prominently advertised on the CA's website. Microsoft's documentation recommends three certificate authorities (CAs):As of this writing, following the links in the Microsoft document above, we found that the Comodo certificate was priced at $48/year, GlobalSign at $369/year and IdenTrust at $39 or $79 (depending on individual or business). Under the heading Digital IDs (Certificates), click Import/Export. In the new window that opens, click Trust Center. Also, if you change to a new certificate, all your email recipients who have your old certificate will be required to update to the new one, which could be a very laborious process for you.Import Certificate in Outlook: Once you have purchased (and backed up!) the certificate, open or go to the Outlook application on your computer and follow these steps:
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