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1 This document provides information on the following topics: Encryption set-up Outlook Encryption set-up Outlook Encryption set-up Outlook Encryption set-up Outlook 2013 Certificate Discovery Outlook 2003 Certificate discovery Outlook 2007 Certificate discovery Outlook 2010 Certificate discovery Outlook 2013 Boeing Certificate download Please note: 1. It is recommended that both Encryption set-up and Certificate Discovery steps are completed to enable users of Exostar s LDAP Proxy / Secure services. 2. Certificate Discovery requires connection to Exostar s LDAP Proxy Service via Port 389, this may require additional configuration by customer IT infrastructure groups depending on local policy & controls. 3. For Lotus Notes and Mozilla Thunderbird, contact Exostar via the Customer Self-help site with information on the client version: Copyright 2013 Exostar LLC. All rights reserved Page 1 of 26

2 Encryption set-up Outlook 2003 Open Outlook Select Tools from menu 2. Select Options from drop down menu 3. In dialog box that appears select Security tab 4. Enter a name for your security setting into the Security Settings Name box 5. Ensure S/MIME is selected on the Secure Message Format box 6. Check the Default Security Setting for this Secure Message Format 7. In Certificates and Algorithms section click the Choose button in the Signing Certificate section 8. Select your Secure Certificate from the Select Certificate dialog box 9. Outlook should automatically choose the same Secure Certificate as your Signing Certificate for the Encryption Certificate. If not, click the Choose button in the Encryption Certificate and select your Secure Certificate from the Select Certificate dialog box 10. Ensure Send These Certificates with Signed Messages is selected 11. Click OK to return to Options dialog box 12. Click OK to return to Outlook Digitally signing an 1. Compose your and attach files as usual 2. Click Sign button 3. Click Send button If you receive an error message at this time, you may want to configure LDAP Proxy settings to enable certificate discovery. Follow information in section: Certificate Discovery Outlook Copyright 2013 Exostar LLC. All rights reserved Page 2 of 26

3 Encryption set-up Outlook 2007 Open Outlook Select Tools/Trust Center from menu 2. Select Security from left hand navigation 3. To send encrypted or digitally signed , select the appropriate option under Encrypted . In the screenshot above, only digital signature is checked. Check Encrypt contents to send an encrypted by default. 4. Under default setting, select outgoing Click on Settings button Copyright 2013 Exostar LLC. All rights reserved Page 3 of 26

4 6. You may see that your signing certificate is already selected (for digitally signing the ). To ensure that correct certificates are used, click Choose and select the appropriate certificate. Make sure that the Hash algorithm is SHA1. 7. For Encryption certificates, follow step #6 and ensure that the Encryption algorithm selected is 3DES. 8. Click OK. Digitally signing an 1. Compose your and attach files as usual 2. Click Sign button 3. Click Send button If you receive an error message at this time, you may want to configure LDAP Proxy settings to enable certificate discovery. Follow information in section: Certificate discovery Outlook Copyright 2013 Exostar LLC. All rights reserved Page 4 of 26

5 Encryption set-up Outlook 2010 Open Outlook Select File tab from the top left 2. Select Options from left hand navigation 3. Select Trust Center from left hand navigation 4. Click on Trust Center Settings button 5. Select Security from left hand navigation 6. To send encrypted or digitally signed , select the appropriate options under Encrypted . In the screenshot above, Check Encrypt contents, Add digital signature and Send clear text to send an encrypted Under default setting, select My S/MIME Settings (User name) 8. Click on Settings button Copyright 2013 Exostar LLC. All rights reserved Page 5 of 26

6 9. You may see that your signing certificate is already selected (for digitally signing the ). To ensure that correct certificates are used, click Choose and select the appropriate certificate. Make sure that the Hash algorithm is SHA1 10. For Encryption certificates, follow step #9 and ensure that the Encryption algorithm selected is 3DES 11. Click OK. Digitally signing and encrypting an 1. Create and compose your and attach files as usual 2. Click the Options tab at the top 3. In the options ribbon marked Permission click on either the Encrypt icon to encrypt the message or the Sign icon to digitally sign the message or both if you choose. See below. Copyright 2013 Exostar LLC. All rights reserved Page 6 of 26

7 4. To send Encrypted requires the recipients public encryption key (Digital Certificate). MS Outlook will need to be configured for certificate discovery or users will need to exchange digitally signed first to exchange public encryption keys. 5. Click Send button as usual to send . If you receive an error message at this time, you may want to configure LDAP Proxy settings to enable certificate discovery. Follow information in section: Certificate discovery Outlook Copyright 2013 Exostar LLC. All rights reserved Page 7 of 26

8 Encryption set-up Outlook 2013 Open Outlook Select File tab from the top left 2. Select Options from left hand navigation 3. Select Trust Center from left hand navigation 4. Click on Trust Center Settings button 5. Select Security from left hand navigation and the below screenshot will appear 6. Click on Settings button and the screenshot below will appear Copyright 2013 Exostar LLC. All rights reserved Page 8 of 26

9 7. You may see that your signing certificate is already selected (for digitally signing the ). To ensure that correct certificates are used, click Choose and select the appropriate certificate. Make sure that the Hash algorithm is SHA1 8. For Encryption certificates, follow step #7 and ensure that the Encryption algorithm selected is 3DES 9. Click OK. Copyright 2013 Exostar LLC. All rights reserved Page 9 of 26

10 10. To send encrypted or digitally signed , select the appropriate options under Encrypted . In the screenshot above, Check Encrypt contents, Add digital signature and Send clear text to send an encrypted Under default setting, select My S/MIME Settings (User name) 12. Click Ok to finish. Digitally signing and encrypting an 1. Create and compose your and attach files as usual 2. Click the Options tab at the top 3. In the options ribbon marked Permission click on either the Encrypt icon to encrypt the message or the Sign icon to digitally sign the message or both if you choose. See below. Copyright 2013 Exostar LLC. All rights reserved Page 10 of 26

11 4. To send Encrypted requires the recipients public encryption key (Digital Certificate). MS Outlook will need to be configured for certificate discovery or users will need to exchange digitally signed first to exchange public encryption keys. 5. Click Send button as usual to send . If you receive an error message at this time, you may want to configure LDAP Proxy settings to enable certificate discovery. Follow information in section: Certificate discovery Outlook 2013 Copyright 2013 Exostar LLC. All rights reserved Page 11 of 26

12 Certificate Discovery Outlook 2003 Exostar LDAP Proxy / Secure Setup Guide 1. Open your Microsoft Outlook. 2. Select Tools> Accounts 3. Select Add a new directory or address book and click Next. 4. Select Internet Directory Service and click Next. 5. Enter the Encryption Certificate Lookup Service s fully qualified domain name: ldapproxy.exostar.com Restart Outlook for the changes to take effect. Copyright 2013 Exostar LLC. All rights reserved Page 12 of 26

13 Certificate Discovery Outlook Open your Microsoft Outlook. 2. Select Tools>Account Settings>Address Books to display the following screen. 3. Select Internet Directory Service (LDAP) as highlighted above. Click Next to display the screen below. Copyright 2013 Exostar LLC. All rights reserved Page 13 of 26

14 4. Enter the following information: Server Information: URL: ldapproxy.exostar.com a. Click on More Settings Copyright 2013 Exostar LLC. All rights reserved Page 14 of 26

15 b. You will be provided a warning message to close Outlook to activate the new settings. Click OK. c. Click OK. The following completion message will be presented. Click Finish and close Outlook. d. Restart Outlook to send encrypted . Copyright 2013 Exostar LLC. All rights reserved Page 15 of 26

16 Certificate Discovery Outlook Open your Microsoft Outlook 2. Select File tab from the top left 3. Select Account Settings icon and then click on Account Settings 4. Select Address Book tab as per screenshot below 5. Select the New icon to the left hand side Copyright 2013 Exostar LLC. All rights reserved Page 16 of 26

17 6. Select Internet Directory Service (LDAP) as highlighted above. Click Next to display the screen below. Copyright 2013 Exostar LLC. All rights reserved Page 17 of 26

18 7. Enter the following information: Server Name: URL: ldapproxy.exostar.com 8. Click on More Settings 9. You will be provided with a warning message to restart Outlook to activate the new settings. Click OK. 10. The following pop up screen will appear. Copyright 2013 Exostar LLC. All rights reserved Page 18 of 26

19 11. Click OK. 12. The below screen will appear again click on Next Copyright 2013 Exostar LLC. All rights reserved Page 19 of 26

20 13. The following completion message will be presented. Click Finish and close Outlook. 14. Restart Outlook to send encrypted . Copyright 2013 Exostar LLC. All rights reserved Page 20 of 26

21 Certificate Discovery Outlook Open your Microsoft Outlook 2. Select File tab from the top left 3. Select Account Settings icon and then click on Account Settings 4. Select Address Book tab as per screenshot below 5. Select the New icon to the left hand side Copyright 2013 Exostar LLC. All rights reserved Page 21 of 26

22 6. Select Internet Directory Service (LDAP) as highlighted above. Click Next to display the screen below. Copyright 2013 Exostar LLC. All rights reserved Page 22 of 26

23 7. Enter the following information: Server Name: URL: ldapproxy.exostar.com 8. Click on More Settings 9. You will be provided with a warning message to restart Outlook to activate the new settings. Click OK. Copyright 2013 Exostar LLC. All rights reserved Page 23 of 26

24 10. The following pop up screen will appear. Exostar LDAP Proxy / Secure Setup Guide 11. Click OK. 12. The below screen will appear again click on Next Copyright 2013 Exostar LLC. All rights reserved Page 24 of 26

25 13. The following completion message will be presented. Click Finish. 14. You will then be presented with the below screenshot with the new URL: ldapproxy.exostar.com 15. Click on Close and restart Outlook to send encrypted . Copyright 2013 Exostar LLC. All rights reserved Page 25 of 26

26 Boeing Certificate Download Exostar LDAP Proxy / Secure Setup Guide If you do business with Boeing and have downloaded the certificates for exchanging encrypted s for the B2B project with Boeing, follow the steps below for additional configuration: 1. Go to 2. Select the following certs: Secure Messaging.crt & The Boeing Company Root Certificate Authority.crt 3. Click on each of the certs under the Authority Information section 4. Select open 5. Click Install Certificate (take all defaults) 6. Click Next, click Next & Click Finish 7. Select OK to close the dialog box that states the Import was successful. Copyright 2013 Exostar LLC. All rights reserved Page 26 of 26

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