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Sending to clients on different email services such as Gmail, Yahoo, Hotmail, iCloud and others.Īs the table shows, the S/Mime method is only suitable if your recipients also use Outlook and are willing to install certificates. Sending to your vendors or others where you can mandate your requirements.

Sending to government agencies or enterprises that use Outlook and have certificates setup. Moderate: Receiving your secure message is hard. Hard: Setup is not possible for many clients. Also need certificate for each recipient.Įxpensive: $8-15/month ($96-180/year) extra on top of your O365 Business Essentials or Business Premium subscription.įree: Free for Encyro Outlook Addin (varies for other add-ins).
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No: Need access to your PC with Outlook and certificates installed.Įxpensive: $40-$370 per year for certificate for you. Read secure messages outside Outlook (e.g. Yes: Yes, for Encyro Outlook Addin (varies for other add-ins). No: They cannot start a new encrypted email. No: Unless they help forwardee install certificate.Ĭan you receive a new secure message from clients Yes: Secure message view offers option to reply. Yes: Since recipient also installed certificate, they can send encrypted.

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Moderately Hard: Recipient must request a new code each time, wait for code in email and then enter code to open your secure email.Įasy: Recipient can open with one click (link auto-expires for security). How hard for recipient to open your encrypted emailĮasy: Once initial setup performed, encrypted emails open normally. Moderately Easy (3 clicks): Select Options -> Encrypt -> Send. Moderately Easy (6 clicks): Select Options -> More Options -> Security Settings -> Encrypt -> OK -> Send.
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Very Hard: Both you and your recipients must buy and install certificates.Įasy: Upgrade to the correct Office 365 subscription. Many: Most email accounts that work in Outlook. Only Microsoft: Office 365 Exchange Online only.

Many: Most email accounts that work in Outlook (but not G-Suite with GSSMO). Jump to Method 3: Using free encryption add-ins. Jump to Method 1: Using digital ID (encryption certificates) and S/Mime 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: The table below summarizes the features to help you choose. The best Outlook email encryption option for you among the available ones depends on the ease of use for you and your recipients, available features such as access to encrypted messages outside Outlook, costs, and other capabilities. Also, this is likely the lowest cost option, or even free. So this option to encrypt email in Outlook combines the best of both the previous two options.
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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.This option is not available for you if you need to send encrypted email to free webmail users such as clients on Gmail, Yahoo, iCloud etc. 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: Which of the three Outlook email encryption options are available to you depends on who your recipient is and which email account you are using to send encrypted email. Questions: Which email encryption options are available in your scenario and which one should you choose? How do you set up your selected encryption option and get started sending and receiving secure email? How do you obtain encryption certificates for Outlook, for yourself and your recipients? Which option gives you the Outlook Encrypt button? Did you know that the Microsoft Outlook desktop application offers three methods to encrypt emails, including the latest OME option that does not require installing certificates and lets you send encrypted email to external recipients (such as free web mail users on Gmail, Yahoo! Mail, or any other email account)?
