Summary

This document discusses email encryption using MS Outlook, focusing on the S/MIME standard. It provides steps to encrypt both single messages and multiple outgoing messages. The document also touches on configuring encryption settings and certificate management.

Full Transcript

Certified Cybersecurity Technician Exam 212-82 Data Security Email Encryption: MS Outlook QO By default, Outlook suppo...

Certified Cybersecurity Technician Exam 212-82 Data Security Email Encryption: MS Outlook QO By default, Outlook supports the S/MIME standard A OQ Toimplement To implement S/MIME encryption, the sender and recipient must have a mail application that supports the M S/MIME standard Steps to Encrypt a Single Message Securty Properties Security Properties X [“lEncrypt [l Encrypt message contents and attachments [(Add digital signature to this message [CJadd In the message you are composing, click the dialog box [)5end this message [ 5end this message asas cleat clear test text signed signed launcher in the More Options group on the Options tab [[JRequest S/MIME receipt Request SAMIME receipt for for this this message message Security Secunty Securty setting: Securnty v | || Change Settings... Click Security Settings, and then select the Encrypt message Security Label Policy ! « «None» » v | | Configure contents and attachments check box o~ Hont = Compose your message, and then click Send Cancel Copyright © by EC L. All Rights Reserved, Reproduction Reproduction Isis Strictly Prohibited Prohibited Email Encryption: MS Outlook (Cont’d) Steps to Encrypt all Outgoing Messages Navigate to File tab, click Options =2 - ' (—p— [———p— Trust Center -= Trust Center Settings T T Rg Ry 2B et e contrts sodsnd stachmrts cotnts ity sye scemurts o s scging In E-mail Security tab, select the S — Obgital 104 (Cortificaten) 2z Encrypt contents and attachments for [ B S ot ot ettt e oot e sttt Impont/Lpon. outgoing messages check box under bt bt 0e | [ Imwot/Let Road Rad m P Teut Encrypted e-mail Click Settings, to choose a specific Lete xaa s certificate to use for encryption Copyright Copyright ©© by EC by EC L. All Rights Reserved, Reproduction is Strictly Prohibited Email Encryption: MS Outlook MS Outlook facilitates the encryption of an email message. Only a recipient who has the secret key that matches the public key can decrypt the email message. Module 15 Page 1823 Certified Cybersecurity Technician Copyright © by EC-Council All Rights Reserved. Reproduction is Strictly Prohibited. Certified Cybersecurity Technician Exam 212-82 Data Security Outlook supports the following encryption options: » Secure/multipurpose Internet mail extensions (S/MIME) encryption The sender and recipient of the mail should have a mail application that supports the S/MIME standard to use this encryption option. Steps to Encrypt a Single Message: o In the message you are composing, click the dialog box launcher in the More Options group on the Options tab o Click Security Settings, and then select the Encrypt message contents and attachments check box Security Properties X Encrypt message contents and attachments [:] l:] Add digital signature to this message [[] Send E] send this message as clear text signed [:] Request S/MIME receipt for this message E] Security Security setting: | v | | Change Settings...‘ Settings... Security Label Policy vv || | Configure... Configure.., Cancel Figure 15.68: Screenshot of MS Outlook Security Properties o Compose your message, and then click Send Steps to encrypt with S/MIME: Adding a certificate to the keychain on your computer is necessary. After setting up the signing certificate on your computer, configure it in Outlook. o Under the File menu, Go to Options > Trust Center > Trust Center Settings. o Select Email Security from the left pane. o Select Settings under Encrypted email. Module 15 Page 1824 Certified Cybersecurity Technician Copyright © by EG-Council All Rights Reserved. Reproduction is Strictly Prohibited. Certified Cybersecurity Technician Exam 212-82 Data Security Trust Center ? X Trusted Publishers o " Encrypted email Privacy Options e % % l¥] 104 Encrypt {n(r.p'. contents contents and and attachments attachments for for outgoing outgong messages mesiages Email Security Security ¥v [Add digntal signature to outgoing messages| !.‘-dd digtal vv\r'..'.-.s“:;;‘,-i Attachment Handling Attachment Handling [] Send [l Send clear clear text text signed message when signed message when sending sending signed signed messages messages Automatic Download [] Request S/MIME receipt for all [) all S/MIME signed messages Default Setting: - Settings... Macro Settings Macro Settings Default Setting ¥ | Settings... Programmatic Access 1Ds (Certificates) Digital IDs Q Digital IDs or Certificates are documents documents that allow you to prove your identity in electronic transactions. Publish to GAL... Import/Export... Read as Plain Text [0 [ Read all standard madl mad in plain text Script in Folders [0 Allow script in shared folders [0 Allow script in Public Folders Figure 15.69: Trust Center Window o Under Certificates and Algorithms, click Choose and select the S/MIME certificate. Change Security Settings X Security Setting Preferences - Security Settings Name: | |= Cryptography Format: S/MIME E]befault Security Setting for this cryptographic message formati Dbefault Default Security Setting for all cryptographic messages ‘ Security Labels... New Delete [( Certificates and Algorithms||- Signing Certificate: [[ o B \ Choose... 3sh Algorithm ash Algorithm Encryption Certificate: || W }\ Choose... ncryptionAlgorithm ncryption Algorithm E Send these certificates with signed messages Cancel Figure 15.70: Change Security Settings Window o Select OK. o If you are an Office insider with Office 365 subscription, choose Options, select Encrypt, and pick Encrypt with S/MIME option from the drop-down menu in the email message. Module 15 Page 1825 Certified Cybersecurity Technician Copyright © by EG-Council All Rights Reserved. Reproduction is Strictly Prohibited. Certified Cybersecurity Technician Exam 212-82 Data Security e See Encrypt with S/MIME if you have an S/MIME certificate installed on your system. o For Outlook 2019 and Outlook 2016, select Options, and then select Permissions in the email message. o Finish composing the email and click Send. = Office 365 Message Encryption (Information Rights Management) The sender should have Office 365 Message Encryption that comes with the Office 365 Enterprise E3 license to use this encryption option. Steps to encrypt with Office 365 Message Encryption: o |If you are an Office 365 subscriber, select Options>Encrypt and pick the encryption that has the restrictions you want to enforce (Encrypt-Only or Do Not Forward) in the email message. = v Untitled - Message (HTML) File Message Insert Options Format Text Review Help Grammarly j B Colors~ Colors v (1;‘},\7 [no0D i a ] g}\ fi n O0 [[] : Request aa Delivery Delivery : | F ] (ll\] a 52 [[] Request Receipt Receipt Fonts onts v~ Themes m Bcc From | Encrypt | Use Voting [t o Eand Rt.. @ Effects v. Buttons v [[] Request a Read Receipt v @] Effects v v Buttons v 9 P Themes Show Fields Set permission on this item 9 ~ Encrypt-Only > r= Do Not Forward Send Cc Subject Figure 15.71: Encrypt with Office 365 Message Encryption o For Outlook 2019 and 2016, select Options > Permissions and pick the encryption option that has the restrictions you want to enforce, such as Do Not Forward, in the email message. Module 15 Page 1826 Certified Cybersecurity Technician Copyright © by EG-Gouncil EG-Council All Rights Reserved. Reproduction is Strictly Prohibited.

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