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How to send a secure encrypted email in Microsoft Outlook and Gmail

Keeping your business emails secure is essential to protecting sensitive information, preventing data breaches, and maintaining compliance with industry regulations. This blog explains how to send secure emails in Outlook and Gmail.

How to send a secure encrypted email in Microsoft Outlook and Gmail
Jeremy Kopp
Founder / President
how to send a secure email in outlook

Imagine this: You send a sensitive contract to a client, only to find out later that a cybercriminal intercepted it. Data breaches are on the rise, and without proper email security, your business is at risk. Whether you’re sending confidential business proposals, financial reports, or legal documents, knowing how to send a secure email in Outlook or Gmail is essential.

This guide will walk you through the best methods to encrypt emails, protect attachments, and ensure only the intended recipient can read your messages.

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Protecting sensitive business information with encrypted emails

How to send a secure email in Outlook

Sending a secure email in Outlook helps protect sensitive information from unauthorized access. Whether you're using Microsoft Outlook on a desktop or Outlook on the web, you can encrypt emails to ensure only the intended recipient can read them. Here are the steps to follow:

Step 1: Enable encryption in Microsoft Outlook

Microsoft Outlook provides built-in encryption to secure your emails. To use it:

  1. Open Outlook and create a new message.

  2. Click on the Options tab and select Encrypt.

  3. Choose the appropriate encryption option, such as Encrypt-Only or Do Not Forward.

  4. Compose your message and add any necessary attachments.

  5. Click Send.

Step 2: Use Office 365 Message Encryption

If you use Microsoft 365, you have access to 365 Message Encryption, which allows you to send encrypted emails even to recipients outside your organization. Here’s how:

  1. In Outlook, create a new email message.

  2. Click Options > Encrypt > Office 365 Message Encryption.

  3. The recipient will receive a secure link to read the encrypted message.

  4. If the recipient doesn’t have a Microsoft 365 account, they to access the encrypted e using a passcodemail.

Step 3: Set sensitivity levels for additional security

To prevent recipients from taking unauthorized actions, you can set a sensitivity level:

  1. Click Options in the menu bar.

  2. Select Permission and choose from Confidential, Highly Confidential, or Do Not Forward.

  3. Send the secure email with confidence.
Corporate employee using encryption to send confidential data

How to send a secure email in Gmail

Keeping your emails secure in Gmail is essential when sending sensitive information. With Gmail’s built-in encryption options, you can send secure emails to protect your data. Here’s how you can do it:

Step 1: Use Gmail’s confidential mode

Google provides a built-in option to encrypt messages and prevent unauthorized forwarding.

  1. In Gmail, click Compose to start a new message.

  2. Click on the lock icon at the bottom (Confidential Mode).

  3. Set an expiration date and passcode for added security.

  4. Click Save, then Send.

Step 2: Enable TLS encryption

Gmail uses TLS (Transport Layer Security) to encrypt messages in transit. However, if the recipient’s email client doesn’t support TLS, the email won’t be fully secure. To ensure complete encryption, use Gmail’s Confidential Mode or a third-party encryption service.

How to encrypt email attachments

Encrypting your attachments is just as important as encrypting the email itself. Here’s how:

  1. Use Microsoft Office to encrypt files before attaching them.

  2. Open the document in Word, Excel, or PowerPoint.

  3. Click File > Info > Protect Document > Encrypt with Password.

  4. Set a strong password and share it with the recipient separately.

For PDF files, use Adobe Acrobat to apply encryption.

Lock icon overlay on an email attachment to indicate encryption

Why use encryption for business emails?

Email encryption ensures that sensitive business information stays private and protected from cyber threats. Here’s why it’s essential for your business.

Protect sensitive information

Sending an unencrypted email is like mailing a postcard—anyone who intercepts it can read its contents. Cybercriminals, hackers, and even unintended recipients can easily access confidential business data, financial records, or personal information. Using email encryption ensures that only the intended recipient can read your message, keeping your communication private and secure.

Prevent data breaches and compliance violations

Many industries, including finance, healthcare, and legal, must follow strict data security regulations such as HIPAA, GDPR, and PCI DSS. A data breach can result in hefty fines, legal trouble, and loss of customer trust. Implementing IRM (Information Rights Management) and Microsoft 365 Message Encryption helps protect sensitive business data, ensuring compliance with industry regulations and minimizing security risks.

Build trust with clients and partners

A secure email system signals to clients and partners that your business prioritizes data protection and privacy. It demonstrates professionalism, reliability, and accountability, making it clear that you take security seriously. Encrypting emails doesn’t just protect your business—it reassures customers that their confidential information is in safe hands, strengthening your reputation and fostering long-term trust.

Secure your email communication today

Cyber threats are evolving, and email security should be a top priority for your business. Whether you use Outlook or Gmail, ensuring that your emails and attachments are encrypted will keep your business safe from potential breaches.

Need help securing your company’s emails? Contact RTC Managed Services for expert IT support in Ontario, Canada. Our team will help you implement Microsoft 365 Message Encryption, IRM, and other security solutions to keep your business protected.

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Frequently asked questions (FAQs)

How do I send messages using the encryption option in the new Outlook?

To send secure email messages in Outlook, you need to use the encryption option available in Microsoft 365. In the new Outlook, click on the secure send button, select encrypt an email, and then send a message securely. If you're using Office 365 Enterprise E3, you have additional security options like IRM (Information Rights Management) to prevent unauthorized access.

Why am I unable to open an encrypted message in Outlook?

If you're not able to open an encrypted email, it might be because your email accounts lack the required public key or private key for decryption. Ensure that your Microsoft account is correctly configured and that your organization’s office message encryption settings are enabled. If issues persist, check with Microsoft Support for further assistance.

How can I send an encrypted email message using Office 365?

To send an encrypted email in Office 365, start a new message in Outlook, click on “message using encryption”, and select the desired security level. If you're using G-Suite email accounts, you may need add-ins or third-party encryption tools. Microsoft Support can provide guidance if you encounter issues.

What add-ins are available to enhance email encryption in Outlook?

Microsoft Outlook offers several add-ins to improve email security. These add-ins support IRM, digitally signed messages, and public key encryption. Some add-ins also integrate with Office 365 Enterprise E3 to provide additional encryptist policies for email accounts using advanced security settings.

How do I decrypt a received encrypted message in Outlook?

To decrypt an email message in Outlook, the sender must have used Office Message Encryption or IRM. When you receive an encrypted email, click on read the message and sign in with your Microsoft account. If your email accounts support digitally signed emails, you’ll be able to access the contents securely.

Where can I find more information that would be helpful for sending secure emails?

For more helpful information on sending secure emails, visit Microsoft Support or check the See also section in your Outlook settings. If you use G-Suite email accounts, you may need specific encryption tools. You can also give feedback to Microsoft regarding any issues with email security.

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