PGP Desktop User's Guide

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The software described in this book is furnished under a license agreement and may be used only in accordance with the terms of the agreement.

Version 10.2.1. Last updated: April 2012.

Legal Notice

Copyright (c) 2012 Symantec Corporation. All rights reserved.

Symantec, the Symantec Logo, PGP, Pretty Good Privacy, and the PGP logo are trademarks or registered trademarks of Symantec Corporation or its affiliates in the U.S. and other countries. Other names may be trademarks of their respective owners.

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The Licensed Software and Documentation are deemed to be commercial computer software as defined in FAR 12.212 and subject to restricted rights as defined in FAR Section 52.227-19 "Commercial Computer Software - Restricted Rights" and DFARS 227.7202, et seq. “Commercial Computer Software and Commercial Computer Software Documentation”, as applicable, and any successor regulations. Any use, modification, reproduction release, performance, display or disclosure of the Licensed Software and Documentation by the U.S. Government shall be solely in accordance with the terms of this Agreement.

Symantec Corporation

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10 9 8 7 6 5 4 3 2 1

Contents

About PGP Desktop 10.2 for Windows

1

What's New in PGP Desktop Version 10.2 for Windows

1

Using this Guide

3

“Managed” versus “Unmanaged” Users

3

Conventions Used in This Guide

3

Who Should Read This Document

4

About PGP Desktop Licensing

4

Licensing PGP Desktop for Windows

4

Checking License Details

5

If Your License has Expired

6

Technical Support

7

Contacting Technical Support

8

Licensing and registration

8

Customer service

8

Support agreement resources

9

PGP Desktop Basics

11

 

 

PGP Desktop Terminology

11

PGP Product Components

11

Terms Used in PGP Desktop

12

Conventional and Public Key Cryptography

13

Using PGP Desktop for the First Time

14

Installing PGP Desktop

17

 

 

Before You Install

17

System Requirements

17

Citrix and Terminal Services Compatibility

18

Installing and Configuring PGP Desktop

19

Installing the Software

19

Upgrading the Software

19

Licensing PGP Desktop

21

Running the Setup Assistant

21

Uninstalling PGP Desktop

22

Moving Your PGP Desktop Installation From One Computer to Another

22

The PGP Desktop User Interface

25

 

 

Accessing PGP Desktop Features

25

The PGP Desktop Main Screen

26

Using the PGP Tray Icon

27

Using Shortcut Menus in Windows Explorer

28

Using the Start Menu

29

PGP Desktop Notifier alerts

30

PGP Desktop Notifier for Messaging

30

PGP Desktop Notifier for Disk features

32

Enabling or Disabling Notifiers

33

ii Contents

Viewing the PGP Log

34

Working with PGP Keys

35

 

 

Viewing Keys

35

Creating a Keypair

36

Passwords and Passphrases

38

Protecting Your Private Key

38

Protecting Keys and Keyrings

39

Backing up Your Private Key

40

What if You Lose Your Key?

40

Distributing Your Public Key

40

Placing Your Public Key on a Keyserver

41

Including Your Public Key in an Email Message

42

Exporting Your Public Key to a File

42

Copying from a Smart Card Directly to Someone’s Keyring

43

Getting the Public Keys of Others

43

Getting Public Keys from a Keyserver

43

Getting Public Keys from Email Messages

44

Working with Keyservers

44

Using Master Keys

46

Adding Keys to the Master Key List

46

Deleting Keys from the Master Key List

47

Managing PGP Keys

49

Examining and Setting Key Properties

49

Working With Photographic IDs

50

Managing User Names and Email Addresses on a Key

51

Importing Keys and X.509 Certificates

52

Using the Import Certificate Assistant

53

Importing X.509 Certificates Included in S/MIME Email Messages

54

Changing Your Passphrase

54

Deleting Keys, User IDs, and Signatures

55

Disabling and Enabling Public Keys

55

Verifying a Public Key

56

Signing a Public Key

57

Revoking Your Signature from a Public Key

58

Granting Trust for Key Validations

59

Working with Subkeys

59

Using Separate Subkeys

61

Viewing Subkeys

61

Creating New Subkeys

62

Specifying Key Usage for Subkeys

62

Revoking Subkeys

63

Removing Subkeys

64

Working with ADKs

64

Adding an ADK to a Keypair

64

Updating an ADK

65

Removing an ADK

65

Working with Revokers

65

Appointing a Designated Revoker

66

Revoking a Key

66

Contents iii

Splitting and Rejoining Keys

67

Creating a Split Key

67

Rejoining Split Keys

68

If You Lost Your Key or Passphrase

69

Reconstructing Keys with PGP Universal Server

70

Creating Key Reconstruction Data

70

Reconstructing Your Key if You Lost Your Key or Passphrase

72

Protecting Your Keys

73

Securing Email Messages

75

 

 

How PGP Desktop Secures Email Messages

75

Incoming Messages

76

Verifying Signatures on Incoming Messages

77

Understanding Annotations on Incoming Messages

79

Outgoing Messages

79

Securing Sent Items on IMAP Email Servers

79

Sending MAPI Email with Microsoft Outlook

80

Using the Sign and Encrypt Buttons in Microsoft Outlook

81

Using Offline Policy

82

Services and Policies

83

Viewing Services and Policies

84

Creating a New Messaging Service

85

Editing Messaging Service Properties

88

Disabling or Enabling a Service

89

Deleting a Service

89

Multiple Services

90

Troubleshooting PGP Messaging Services

90

Creating a New Security Policy

92

Regular Expressions in Policies

96

Security Policy Information and Examples

97

Working with the Security Policy List

101

Editing a Security Policy

101

Editing a Mailing List Policy

102

Deleting a Security Policy

105

Changing the Order of Policies in the List

106

PGP Desktop and SSL

106

Key Modes

108

Determining Key Mode

109

Changing Key Mode

109

Viewing the PGP Log

110

Securing Instant Messaging

113

About PGP Desktop Instant Messaging Compatibility

113

Instant Messaging Client Compatibility

114

About the Keys Used for Encryption

114

Encrypting your IM Sessions

115

Viewing Email with PGP Viewer

117

 

 

Overview of PGP Viewer

117

iv Contents

Compatible Email Clients

118

Opening an Encrypted Email Message or File

118

Copying Email Messages to Your Inbox

119

Exporting Email Messages

120

Specifying Additional Options

120

Specifying Options in PGP Viewer

121

Security Features in PGP Viewer

121

Protecting Disks with PGP Whole Disk Encryption

123

 

 

About PGP Whole Disk Encryption

124

How does PGP WDE Differ from PGP Virtual Disk?

125

Licensing PGP Whole Disk Encryption

125

Using PGP Remote Disable and Destroy

126

Prepare Your Disk for Encryption

127

Supported Disk Types

128

Supported Keyboards

129

Supported Input Method Editors (IME)

131

Ensure Disk Health Before Encryption

131

Calculate the Encryption Duration

131

Maintain Power Throughout Encryption

132

Run a Pilot Test to Ensure Software Compatibility

132

Determining the Authentication Method for the Disk

133

Passphrase and Single Sign-On Authentication

133

Public Key Authentication

134

Token-Based Authentication

134

Trusted Platform Module (TPM) Authentication

134

Setting Encryption Options

135

Partition-Level Encryption

136

Preparing a Smart Card or Token to Use For Authentication

136

Using PGP Whole Disk Encryption Options

139

Encrypting a Disk or Partition

140

Supported Characters for PGP WDE Passphrases

141

Encrypting the Disk

142

Encountering Disk Errors During Encryption

144

Using a PGP WDE-Encrypted Disk

145

Authenticating at the PGP BootGuard Screen

145

Selecting Keyboard Layouts

150

Using PGP WDE Single Sign-On

152

Prerequisites for Using Single Sign-On

152

Encrypting the Disk to Use Single Sign-On

152

Multiple Users and Single Sign-On

153

Logging in with Single Sign-On

153

Changing Your Passphrase With Single Sign-On

153

Displaying the Windows Login dialog box

154

Maintaining the Security of Your Disk

154

Getting Disk or Partition Information

154

Adding Other Users to an Encrypted Disk or Partition

155

Deleting Users From an Encrypted Disk or Partition

156

Changing User Passphrases

156

Re-Encrypting an Encrypted Disk or Partition

157

If you Forgot Your Passphrase

158

Backing Up and Restoring

159

Contents v

Uninstalling PGP Desktop from Encrypted Disks or Partitions

160

Working with Removable Disks

160

Encrypting Removable Disks

160

Using Locked (Read-Only) Disks as Read-Only

161

Moving Removable Disks to Other Systems

162

Reformatting an Encrypted Removable Disk

162

Using PGP WDE in a PGP Universal Server-Managed Environment

162

PGP Whole Disk Encryption Administration

163

Creating a Recovery Token

164

Using a Recovery Token

164

Recovering Data From an Encrypted Drive

165

Creating and Using Recovery Disks

165

Decrypting a PGP WDE-Encrypted Disk

167

Special Security Precautions Taken by PGP Desktop

168

Passphrase Erasure

168

Virtual Memory Protection

168

Hibernation vs Standby

168

Memory Static Ion Migration Protection

168

Other Security Considerations

169

Using the Windows Preinstallation Environment

169

Using PGP Whole Disk Encryption with IBM Lenovo ThinkPad Systems

169

Using PGP Whole Disk Encryption with the Microsoft Windows XP Recovery Console

170

Using PGP Virtual Disks

173

 

 

About PGP Virtual Disks

173

Creating a New PGP Virtual Disk

174

Viewing the Properties of a PGP Virtual Disk

177

Finding PGP Virtual Disks

177

Using a Mounted PGP Virtual Disk

178

Mounting a PGP Virtual Disk

178

Unmounting a PGP Virtual Disk

179

Compacting a PGP Virtual Disk

179

Re-Encrypting PGP Virtual Disks

180

Working with Alternate Users

181

Adding Alternate User Accounts to a PGP Virtual Disk

181

Deleting Alternate User Accounts from a PGP Virtual Disk

181

Disabling and Enabling Alternate User Accounts

182

Changing Read/Write and Read-Only Status

182

Granting Administrator Status to an Alternate User

183

Changing User Passphrases

183

Deleting PGP Virtual Disks

184

Maintaining PGP Virtual Disks

184

Mounting PGP Virtual Disk Volumes on a Remote Server

184

Backing up PGP Virtual Disk Volumes

185

Exchanging PGP Virtual Disks

185

The PGP Virtual Disk Encryption Algorithms

186

Special Security Precautions Taken by PGP Virtual Disk

186

Passphrase Erasure

186

Virtual Memory Protection

187

Hibernation

187

Memory Static Ion Migration Protection

187

Other Security Considerations

187

vi Contents

Creating and Accessing Mobile Data with PGP Portable

189

 

 

Creating PGP Portable Disks

189

Creating a PGP Portable Disk from a Folder

190

Creating a PGP Portable Disk from a Removable USB Device

190

Creating Read/Write or Read-Only PGP Portable Disks

192

Accessing Data on a PGP Portable Disk

192

Changing the Passphrase for a PGP Portable Disk

193

Unmounting a PGP Portable Disk

194

Using PGP NetShare

195

 

 

About PGP NetShare

195

PGP NetShare Roles

197

Integrating with Symantec Data Loss Prevention

198

Licensing PGP NetShare

199

Authorized User Keys

200

Using a Group Key

200

Establishing a PGP NetShare Admin (Owner)

201

"Blacklisted" and "Whitelisted" Files, Folders, and Applications

201

“Blacklisted” and Other Files You Cannot Protect

201

"Blacklisted" and "Whitelisted" Folders Specified by PGP Universal Server

202

Application-based Encryption and Decryption Bypass Lists

202

Working with Protected Folders

203

Choosing the Location for a Protected Folder

204

Creating a New PGP NetShare Protected Folder

205

Using Files in a PGP NetShare Protected Folder

207

Unlocking a Protected Folder

208

Determining the Files in a Protected Folder

209

Adding Subfolders to a Protected Folder

209

Checking Folder Status

209

Copying Protected Folders to Other Locations

210

Working with PGP NetShare Users

211

Adding a PGP NetShare User

211

Changing a User's Role

212

Deleting a User from a Protected Folder

213

Importing PGP NetShare Access Lists

214

Working with Active Directory Groups

214

Setting up PGP NetShare to Work with Groups

215

Adding an Active Directory Group to a Protected Folder

215

Refreshing Groups

216

Decrypting PGP NetShare-Protected Folders

216

Re-Encrypting a Folder

217

Clearing a Passphrase

218

Protecting Files Outside of a Protected Folder

218

Backing Up PGP NetShare-Protected Files

220

Accessing PGP NetShare Features using the Shortcut Menu

220

PGP NetShare in a PGP Universal Server-managed Environment

221

Accessing the Properties of a Protected File or Folder

221

Using the PGP NetShare Menus in PGP Desktop

222

The File Menu

222

The Edit Menu

223

Contents vii

The NetShare Menu

223

Using PGP Zip

225

 

 

Overview

225

Creating PGP Zip Archives

226

Encrypting to Recipient Keys

228

Encrypting with a Passphrase

229

Creating a PGP Self-Decrypting Archive (SDA)

231

Creating a Sign Only Archive

232

Opening a PGP Zip Archive

234

Opening a PGP Zip SDA

234

Editing a PGP Zip Archive

235

Verifying Signed PGP Zip Archives

236

Shredding Files with PGP Shredder

239

Using PGP Shredder to Permanently Delete Files and Folders

239

Shredding Files using the PGP Shredder Icon on Your Desktop

240

Shredding Files From Within PGP Desktop

240

Shredding Files in Windows Explorer

241

Using the PGP Shred Free Space Assistant

241

Scheduling Free Space Shredding

242

Storing Keys on Smart Cards and Tokens

245

 

 

About Smart Cards and Tokens

245

Compatible Smart Cards

246

Recognizing Smart Cards

248

Examining Smart Card Properties

248

Generating a PGP Keypair on a Smart Card

249

Copying your Public Key from a Smart Card to a Keyring

250

Copying a Keypair from Your Keyring to a Smart Card

251

Wiping Keys from Your Smart Card

252

Using Multiple Smart Cards

252

Setting PGP Desktop Options

255

Accessing the PGP Options dialog box

255

General Options

256

Keys Options

258

Master Keys Options

260

Messaging Options

261

Proxy Options

263

PGP NetShare Options

266

Disk Options

267

Notifier Options

270

Advanced Options

272

viii Contents

Working with Passwords and Passphrases

275

 

 

Choosing whether to use a password or passphrase

275

The Passphrase Quality Bar

276

Creating Strong Passphrases

277

What if You Forget Your Passphrase?

278

Using PGP Desktop with PGP Universal Server

279

Overview

279

For PGP Administrators

280

Manually binding to a PGP Universal Server

281

Using PGP Desktop with IBM Lotus Notes

283

About Lotus Notes and MAPI Compatibility

283

Using PGP Desktop with Lotus Notes

283

Sending email to recipients inside your Lotus Notes organization

283

Sending email to recipients outside your Lotus Notes organization

284

Binding to a PGP Universal Server

284

Pre-Binding

285

Manual Binding

285

Notes Addresses

285

Notes Client Settings

286

The Notes.ini Configuration File

286

Using Lotus Notes Native Encryption

286

Index

289

 

 

1

About PGP Desktop 10.2 for Windows

 

 

 

 

PGP Desktop is a security tool that uses cryptography to protect your data against

 

unauthorized access.

 

 

PGP Desktop protects your data while being sent by email or by instant messaging (IM).

 

It lets you encrypt your entire hard drive or hard drive partition (on Windows

 

 

systems)—so everything is protected all the time—or just a portion of your hard drive,

 

via a virtual disk on which you can securely store your most sensitive data. You can use

 

it to share your files and folders securely with others over a network. It lets you put any

 

combination of files and folders into an encrypted, compressed package for easy

 

distribution or backup. Finally, use PGP Desktop to shred (securely delete) sensitive

 

files—so that no one can retrieve them—and shred free space on your hard drive, so

 

there are no unsecured remains of any files.

 

 

Use PGP Desktop to create PGP keypairs and manage both your personal keypairs and

 

the public keys of others.

 

 

To make the most of PGP Desktop, you should be familiar with PGP Desktop

 

 

Terminology (on page 11). You should also understand conventional and public-key

 

cryptography, as described in Conventional and Public Key Cryptography (on page 13).

 

In This Chapter

 

 

What's New in PGP Desktop Version 10.2 for Windows ...........................................

1

 

Using this Guide ..............................................................................................................

3

 

Who Should Read This Document ................................................................................

4

 

About PGP Desktop Licensing .......................................................................................

4

 

Technical Support ...........................................................................................................

7

What's New in PGP Desktop Version 10.2 for Windows

Building on Symantec Corporation’s proven technology, PGP Desktop 10.2 for Windows includes numerous improvements and the following new and resolved features.

What's New in PGP Desktop 10.2.1

PGP NetShare

PGP NetShare can be integrated with Symantec Data Loss Prevention to provide automatic encryption of files without end-user intervention. A Data Loss Prevention administrator defines policies and rules that define the parameters for identifying sensitive files and provide credentials for the encryption. The integration is accomplished using an endpoint client-side plug-in. Files under consideration for sensitive content can be data in motion (DIM) or data at rest (DAR). For more information, see the chapter on PGP NetShare in the PGP Desktop User's Guide.

2About PGP Desktop 10.2 for Windows

What's New in PGP Desktop Version 10.2 for Windows

What's New in PGP Desktop 10.2.0

General

Certificate enrollment. If you have an existing smart card or certificate, you can now enroll to your PGP Universal Server using the certificate. This provides an additional way to enroll, in addition to email and LDAP enrollment. Applies to new users or users who need to re-enroll only. PGP Desktop for Windows only.

Certificate SSO. After enrolling to a PGP Universal Server, once you encrypt your disk you can then use your smart card at the PGP BootGuard screen for single sign-on directly into Windows. PGP Desktop for Windows only.

Windows 2008 with Terminal Services. Windows 2008 Terminal Services (SP1 and SP 2) and Windows 2008 Terminal Services R2 (SP 1) have been added as system requirements for Citrix and Terminal Services environments. Refer to "Citrix and Terminal Services Compatibility" in the PGP Desktop for Windows release notes for more information.

Additional smart card readers. Added compatibility with Dell E6510/E6410 Broadcom smart card readers for post-boot authentication. PGP Desktop for Windows only.

Symantec identity branding. The user interface and all user assistance (including help and user’s guides) have been rebranded to include the Symantec logo and colors. All product names remain the same. PGP Desktop for Windows and PGP Desktop for Mac OS X.

Messaging

Symantec PGP Viewer for iOS. A separate application for the iPhone and iPad that you use to read encrypted email messages on your iOS mobile device. Available at no cost through the Apple App Store. Requires integration with PGP Universal Server to manage keys.

Microsoft Outlook 2010. PGP Desktop is now compatible with Microsoft Outlook 2010 64-bit. PGP Desktop for Windows only.

PGP NetShare

PGP NetShare group keys. A single key that is shared by a group of users and is used to encrypt or decrypt PGP NetShare-protected files and folders. The single group key reduces the overhead associated with encrypting a file/folder to a large number of keys. Any member of the group associated with the key can access protected folders/files encrypted to that group key. Group membership for the group key is controlled by your PGP Universal Server administrator and is used with Active Directory. PGP Desktop for Windows only.

PGP Whole Disk Encryption

User name and domain in PGP BootGuard. If you are using PGP Desktop in a PGP Universal Server-managed environment, your administrator can now require that you authenticate at PGP BootGuard with your user name and domain (on Windows systems) or user name (on Mac OS X systems). The PGP BootGuard screen displays fields for you to enter your user name, domain, and passphrase.

Intel PROset. Improved compatibility with Intel PROset software and single sign-on with PGP Whole Disk Encryption. PGP Desktop for Windows only.

Smart card readers. Added compatibility with Dell E6510/E6410 Broadcom smart card readers for pre-boot authentication. PGP Desktop for Windows only.

About PGP Desktop 10.2 for Windows

3

Using this Guide

 

Using this Guide

This Guide provides information on configuring and using the components within PGP

Desktop. Each chapter of the guide is devoted to one of the components of PGP Desktop.

“Managed” versus “Unmanaged” Users

A PGP Universal Server can be used to control the policies and settings used by components of PGP Desktop. This is often the case in enterprises using PGP software. PGP Desktop users in this configuration are known as managed users, because the settings and policies available in their PGP Desktop software are pre-configured by a PGP administrator and managed using a PGP Universal Server. If you are part of a managed environment, your company may have specific usage requirements. For example, managed users may or may not be allowed to send plaintext email, or may be required to encrypt their disk with PGP Whole Disk Encryption.

Users not under the control of a PGP Universal Server are called unmanaged or standalone users.

This document describes how PGP Desktop works in both situations; however, managed users may discover while working with the product that some of the settings described in this document are not available in their environments. For more information, see

Using PGP Desktop with PGP Universal Server (on page 279).

Features Customized by Your PGP Universal Server Administrator

If you are using PGP Desktop as a "managed" user in a PGP Universal Server-managed environment, there are some settings that can be specified by your administrator. These settings may change the way features are displayed in PGP Desktop.

Disabled features. Your PGP Universal Server administrator can enable or disable specific functionality. For example, your administrator may disable the ability to create PGP Zip archives, or to create PGP NetShare protected folders (on Windows systems).

When a feature is disabled, the control item in the left side is not displayed and the menu for that feature is not available. The graphics included in this guide depict the default installation with all features enabled. The PGP Desktop interface may look different if your administrator has customized the features available.

Customized BootGuard. If you are using PGP Desktop in a PGP Universal Server-managed environment, your PGP administrator may have customized the PGP Whole Disk Encryption BootGuard screen to include additional text or a custom image such as your organization's logo. The graphics included in this guide depict the default installation. Your actual login screen may look different if your administrator has customized the screen.

Conventions Used in This Guide

Notes, Cautions, and Warnings are used in the following ways.

4About PGP Desktop 10.2 for Windows Who Should Read This Document

Notes: Notes are extra, but important, information. A Note calls your attention to important aspects of the product. You will be able to use the product better if you read the Notes.

Cautions: Cautions indicate the possibility of loss of data or a minor security breach. A Caution tells you about a situation where problems could occur unless precautions are taken. Pay attention to Cautions.

Warnings: Warnings indicate the possibility of significant data loss or a major security breach. A Warning means serious problems are going to happen unless you take the appropriate action. Please take Warnings very seriously.

Who Should Read This Document

This document is for anyone who is going to be using the PGP Desktop for Windows software to protect their data.

About PGP Desktop Licensing

A license is used within the PGP software to enable the functionality you purchased, and sets the expiration of the software. Depending on the license you have, some or all of the PGP Desktop family of applications will be active. Once you have entered the license, you must then authorize the software with Symantec Corporation, either manually or online.

There are three types of licenses:

Evaluation: This type of license is typically time-delimited and may not include all PGP Desktop functionality.

Subscription: This type of license is typically valid for a subscription period of one year. During the subscription period, you receive the current version of PGP software and all upgrades and updates released during this period.

Perpetual: This type of license allows you to use PGP Desktop indefinitely. With the addition of the annual Software Insurance policy, which must be renewed annually, you also receive all upgrades and updates released during the policy term.

Licensing PGP Desktop for Windows

To license PGP Desktop

Do one of the following:

If you are a managed user, you are most likely already using a licensed copy of PGP Desktop. Check your license details as described in Checking License Details (on page 5). If you have questions, please contact your PGP administrator.

PGP Desktop User's Guide

6About PGP Desktop 10.2 for Windows About PGP Desktop Licensing

To authorize PGP Desktop for Windows

If you purchased PGP Desktop, you received an order confirmation with licensing information.

1Double-click the PGP Desktop icon in the System Tray.

2Select Help > License. The PGP Desktop License dialog box is displayed.

3Click Change License. The PGP Licensing Assistant dialog box is displayed.

4Type the Name and Organization exactly as specified in your order confirmation.

5Type the email address you want to assign to the licensing of the product.

6Type the email address again to confirm it.

7Click Next.

8Do one of the following:

Type your 28-character license number in the provided fields (for example, DEMO1-DEMO2-DEMO3-DEMO4-DEMO5-ABC).

Note: To avoid typing errors and make the authorization easier, copy the entire license number, put the cursor in the first “License Number” field, and paste. Your license number will be correctly entered into all six “License Number” fields.

To use PGP Desktop without a license, select Use without a license and disable most functionality. The only feature of PGP Desktop you can use without a license is PGP Zip and Keys.

9Click Next to authorize.

10When PGP is authorized, the features enabled by your license will be displayed. Click Next, and then click Finish to complete the process.

Resolving License Authorization Errors

If you receive any error messages while authorizing your software, the ways to resolve this issue vary based on the error message. For more information, go to the Symantec Knowledgebase (http://www.symantec.com/business/support/index?page=home) and search for HOWTO42066, "HOW TO: License PGP Desktop 10."

,

If Your License has Expired

If your PGP Desktop license has expired, you will receive a PGP License Expiration message when you launch PGP Desktop. See the following sections for information on how an expired license affects the functionality of PGP Desktop.

PGP Desktop Email

Outgoing email messages are no longer sent encrypted.

About PGP Desktop 10.2 for Windows

7

Technical Support

 

PGP NetShare

PGP NetShare protected folders can be accessed however the protected files remain encrypted. (To view the encrypted files, manually decrypt the folders and files.)

New PGP NetShare protected folders cannot be created.

Files moved into a protected folder are not encrypted.

Keys cannot be added or removed from PGP NetShare protected folders.

PGP Remote Disable and Destroy

When the disk is encrypted with PGP WDE and PGP RDD with Intel AT is activated, the disk remains encrypted and PGP RDD with Intel AT remains activated after the license expiration date.

PGP Virtual Disk

PGP Virtual Disks are still accessible in Read-Only mode. Read-Only allows data to be copied from a PGP Virtual Disk, however no data can be copied to a PGP Virtual Disk.

PGP Whole Disk Encryption

Any fixed disks that have been encrypted with PGP Desktop using an evaluation license are automatically decrypted 90 days after the expiration of the evaluation.

Technical Support

Symantec Technical Support maintains support centers globally. Technical Support’s primary role is to respond to specific queries about product features and functionality. The Technical Support group also creates content for our online Knowledge Base. The Technical Support group works collaboratively with the other functional areas within Symantec to answer your questions in a timely fashion. For example, the Technical Support group works with Product Engineering and Symantec Security Response to provide alerting services and virus definition updates.

Symantec’s support offerings include the following:

A range of support options that give you the flexibility to select the right amount of service for any size organization

Telephone and/or Web-based support that provides rapid response and up-to-the-minute information

Upgrade assurance that delivers software upgrades

Global support purchased on a regional business hours or 24 hours a day, 7 days a week basis

Premium service offerings that include Account Management Services

For information about Symantec’s support offerings, you can visit our Web site at the following URL:

8About PGP Desktop 10.2 for Windows Technical Support

www.symantec.com/business/support/

All support services will be delivered in accordance with your support agreement and the then-current enterprise technical support policy.

Contacting Technical Support

Customers with a current support agreement may access Technical Support information at the following URL:

www.symantec.com/business/support/

Before contacting Technical Support, make sure you have satisfied the system requirements that are listed in your product documentation. Also, you should be at the computer on which the problem occurred, in case it is necessary to replicate the problem.

When you contact Technical Support, please have the following information available:

Product release level

Hardware information

Available memory, disk space, and NIC information

Operating system

Version and patch level

Network topology

Router, gateway, and IP address information

Problem description:

Error messages and log files

Troubleshooting that was performed before contacting Symantec

Recent software configuration changes and network changes

Licensing and registration

If your Symantec product requires registration or a license key, access our technical support Web page at the following URL:

www.symantec.com/business/support/

Customer service

Customer service information is available at the following URL:

www.symantec.com/business/support/

Customer Service is available to assist with non-technical questions, such as the following types of issues:

Questions regarding product licensing or serialization

Product registration updates, such as address or name changes

General product information (features, language availability, local dealers)

About PGP Desktop 10.2 for Windows

9

Technical Support

 

Latest information about product updates and upgrades

Information about upgrade assurance and support contracts

Information about the Symantec Buying Programs

Advice about Symantec's technical support options

Nontechnical presales questions

Issues that are related to CD-ROMs or manuals

Support agreement resources

If you want to contact Symantec regarding an existing support agreement, please contact the support agreement administration team for your region as follows:

Asia-Pacific and Japan

customercare_apac@symantec.com

Europe, Middle-East, Africa

semea@symantec.com

North America, Latin America

supportsolutions@symantec.com

2

PGP Desktop Basics

 

 

 

 

This section describes the PGP Desktop terminology and provides some high-level

 

conceptual information on cryptography.

 

 

In This Chapter

 

 

PGP Desktop Terminology...........................................................................................

11

 

Conventional and Public Key Cryptography .............................................................

13

 

Using PGP Desktop for the First Time .......................................................................

14

PGP Desktop Terminology

To make the most of PGP Desktop, you should be familiar with the terms in the following sections.

PGP Product Components

PGP Desktop and its components are described in the following list. Depending on your license, you may not have all functionality available. For more information, see About PGP Desktop Licensing (see "Licensing PGP Desktop for Windows" on page 4).

PGP Desktop: A software tool that uses cryptography to protect your data against unauthorized access. PGP Desktop is available for Mac OS X and Windows.

PGP Messaging: A feature of PGP Desktop that automatically and transparently supports all of your email clients through policies you control. PGP Desktop accomplishes this using a new proxy technology; the older plug-in technology is also available. PGP Messaging also protects many IM clients, such as AIM and iChat (both users must have PGP Messaging enabled).

PGP Whole Disk Encryption: Whole Disk Encryption is a feature of PGP Desktop that encrypts your entire hard drive or partition (on Windows systems), including your boot record, thus protecting all your files when you are not using them. You can use PGP Whole Disk Encryption and PGP Virtual Disk volumes on the same system. On Windows systems, you can protect whole disk encrypted drives with a passphrase or with a keypair on a USB token for added security.

PGP NetShare: A feature of PGP Desktop for Windows with which you can securely and transparently share files and folders among selected individuals. PGP NetShare users can protect their files and folders simply by placing them within a folder that is designated as protected.

PGP Keys: A feature of PGP Desktop that gives you complete control over both your own PGP keys, and the keys of those persons with whom you are securely exchanging email messages.

12PGP Desktop Basics

PGP Desktop Terminology

PGP Virtual Disk volumes: PGP Virtual Disk volumes are a feature of PGP Desktop that let you use part of your hard drive space as an encrypted virtual disk. You can protect a PGP Virtual Disk volume with a key or a passphrase. You can even create additional users for a volume, so that people you authorize can also access the volume. The PGP Virtual Disk feature is especially useful on laptops, because if your computer is lost or stolen, the sensitive data stored on the PGP Virtual Disk is protected against unauthorized access.

PGP Shred: A feature of PGP Desktop that lets you securely delete data from your system. PGP Shred overwrites files so that even file recovery software cannot recover them.

 

PGP Viewer: Use PGP Viewer decrypt, verify, and display messages outside

 

the mail stream

PGP Zip: A feature of PGP Desktop that lets you put any combination of files and folders into a single encrypted, compressed package for convenient transport or backup. You can encrypt a PGP Zip archive to a PGP key or to a passphrase.

PGP Universal: A tool for enterprises to automatically and transparently secure email messaging for their employees. If you are using PGP Desktop in a PGP Universal Server-managed environment, your messaging policies and other settings may be controlled by your organization’s PGP administrator.

PGP Global Directory: A free, public keyserver hosted by Symantec Corporation. The PGP Global Directory provides quick and easy access to the universe of PGP keys. It uses next-generation keyserver technology that queries the email address on a key (to verify that the owner of the email address wants their key posted) and lets users manage their own keys. Using the PGP Global Directory significantly enhances your chances of finding a valid public key of someone to whom you want to send secured messages. PGP Desktop is designed to work closely with the PGP Global Directory.

Terms Used in PGP Desktop

Before you use PGP Desktop, you should be familiar with the following terms:

Decrypting: The process of taking encrypted (scrambled) data and making it meaningful again. When you receive data that has been encrypted by someone using your public key, you use your private key to decrypt the data.

Encrypting: The process of scrambling data so that if an unauthorized person gets access to it, they cannot do anything with it. The data is so scrambled, it’s meaningless.

Signing: The process of applying a digital signature to data using your private key. Because data signed by your private key can be verified only by your public key, the ability to verify signed data with your public key proves that your private key signed the data and thus proves the data is from you.

Verifying: The process of proving that the private key was used to digitally sign data by using that person’s public key. Because data signed by a private key can only be verified by the corresponding public key, the fact that a particular public key can verify signed data proves the signer was the holder of the private key.

PGP Desktop Basics

13

Conventional and Public Key Cryptography

Keypair: A private key/public key combination. When you create a PGP “key”, you are actually creating a keypair. As your keypair includes your name and your email address, in addition to your private and public keys, it might be more helpful to think of your keypair as your digital ID—it identifies you in the digital world as your driver’s license or passport identifies you in the physical world.

Private key: The key you keep very, very private. Only your private key can decrypt data that was encrypted using your public key. Also, only your private key can create a digital signature that your public key can verify.

Caution: Do not give your private key, or its passphrase, to anyone! And keep your private key safe.

Public key: The key you distribute to others so that they can send protected messages to you (messages that can only be decrypted by your private key) and so they can verify your digital signature. Public keys are meant to be widely distributed.

Your public and private keys are mathematically related, but there’s no way to figure out your private key if someone has your public key.

Keyserver: A repository for keys. Some companies host keyservers for the public keys of their employees, so other employees can find their public keys and send them protected messages. The PGP Global Directory (https://keyserver.pgp.com) is a free, public keyserver hosted by Symantec Corporation.

Smart cards and tokens: Smart cards and tokens are portable devices on which you can create your PGP keypair or copy your PGP keypair. Creating your PGP keypair on a smart card or token adds security by requiring possession of the smart card or token in order to encrypt, sign, decrypt, or verify. So even if an unauthorized person gains access to your computer, your encrypted data is secure because your PGP keypair is with you on your smart card or token. Copying your PGP keypair to a smart card or token is a good way to use it away from your main system, back it up, and distribute your public key. Smart cards and tokens are not available for key storage when used with PGP Desktop for Mac OS X.

Conventional and Public Key Cryptography

Conventional cryptography uses the same passphrase to encrypt and decrypt data. Conventional cryptography is great for data that isn’t going anywhere (because it encrypts and decrypts quickly). However, conventional cryptography is not as well suited for situations where you need to send encrypted data to someone else, especially if you want to send encrypted data to someone you have never met.

Public-key cryptography uses two keys (called a keypair) for encrypting and decrypting. One of these two keys is your private key; and, like the name suggests, you need to keep it private. Very, very private. The other key is your public key, and, like its name suggests, you can share it with the general public. In fact, you’re supposed to share.

Public-key cryptography works this way: let’s say you and your cousin in another city want to exchange private messages. Both of you have PGP Desktop. First, you both need to create your keypair: one private key and one public key. Your private key you keep secret, your public key you send to a public keyserver like the PGP Global Directory (keyserver.pgp.com), which is a public facility for distributing public keys. (Some companies have their own private keyservers.)

14PGP Desktop Basics

Using PGP Desktop for the First Time

Once the public keys are on the keyserver, you can go back to the keyserver and get your cousin’s public key, and she can go to the keyserver and get yours (there are other ways to exchange public keys; for more information, see Working with PGP Keys (on page 35)). This is important because to send an encrypted email message that only your cousin can decrypt, you encrypt it using your cousin’s public key. What makes this work is that only your cousin’s private key can decrypt a message that was encrypted using her public key. Even you, who have her public key, cannot decrypt the message once it has been encrypted using her public key. Only the private key can decrypt data that was encrypted with the corresponding public key.

Your public and private keys are mathematically related, but there’s no feasible way to figure out someone’s private key if you just have a public key.

Using PGP Desktop for the First Time

Symantec Corporation recommends the following procedure for getting started with

PGP Desktop:

1Install PGP Desktop on your computer.

If you are a corporate user, your PGP administrator may have specific installation instructions for you to follow or may have configured your PGP installer with certain settings. Either way, this is the first step.

2Let the Setup Assistant be your guide.

To help you get started, after you install PGP Desktop and reboot your computer, the Setup Assistant is displayed. It assists with:

Licensing PGP Desktop

Creating a keypair—with or without subkeys (if you do not already have a keypair).

Publishing your public key on the PGP Global Directory.

Enabling PGP Messaging

Giving you a quick overview of other features.

If your PGP Desktop installer application was configured by a PGP administrator, the Setup Assistant may perform other tasks.

3Exchange public keys with others.

After you have created a keypair, you can begin sending and receiving secure messages with other PGP Desktop users (once you have exchanged public keys with them). You can also use the PGP Desktop disk-protection features.

Exchanging public keys with others is an important first step. To send them secure messages, you need a copy of their public key, and to reply with a secure message, they need a copy of your public key. If you did not upload your public key to the PGP Global Directory using the Setup Assistant, do so now. If you do not have the public key for someone to whom you want to send messages, the PGP Global Directory is the first place to look. PGP Desktop does this for you—when you send email, it finds and verifies the keys of other PGP Desktop users automatically. It then encrypts your message to the recipient public key, and sends the message.

4Validate the public keys you get from untrusted keyservers.

PGP Desktop Basics

15

Using PGP Desktop for the First Time

When you get a public key from an untrusted keyserver, try to make sure that it has not been tampered with, and that the key really belongs to the person it names. To do this, use PGP Desktop to compare the unique fingerprint on your copy of someone’s public key to the fingerprint on that person’s key (a good way to do that is by telephoning the key’s owner and having them read you the fingerprint information so that you can compare it). Keys from trusted keyservers like the PGP Global Directory have already been verified.

5Start securing your email, files, and instant message (IM) sessions.

After you have generated your keypair and exchanged public keys, you can begin encrypting, decrypting, signing, and verifying email messages and files. The secure IM chat session feature generates its own keys automatically, so you can use this feature even before you generate your keypair. The only requirement is that you must be chatting with another PGP Desktop user for the chat session to be secured.

6Watch for information boxes from the PGP Desktop Notifier feature to appear.

As you send or receive messages, or perform other PGP Desktop functions, the PGP Desktop Notifier feature displays information boxes that appear in whichever corner of the screen you specify. These PGP Notifier boxes tell you the action that PGP Desktop took, or will take. After you grow familiar with the process of sending and receiving messages, you can change options for the PGP Notifier feature—or turn it off.

7After you have sent or received some messages, check the logs to make sure everything is working correctly.

If you want more information than the Notifier feature displays, the PGP Log provides detailed information about all messaging operations.

8Modify your messaging policies, if necessary.

Email messages are sent and received—automatically and seamlessly—if PGP Desktop messaging policies are configured correctly. If your message recipient has a key on the PGP Global Directory the default PGP Desktop policies provide opportunistic encryption. Opportunistic encryption means that, if PGP Desktop has what it needs (such as the recipient's verified public key) to encrypt the message automatically, then it does so. Otherwise, it sends the message in clear text (unencrypted). The default PGP Desktop policies also provide optional forced encryption. This means that, if you include the text “[PGP]” in the Subject line of a message, then the message must be sent securely. If verified keys cannot be found, then the message is not sent, and a Notifier box alerts you.

9Start using the other features in PGP Desktop.

Along with its messaging features, you can also use PGP Desktop to secure the disks that you work with:

Use PGP Whole Disk Encryption to encrypt a boot disk, disk partition (on Windows systems), external disk, or USB thumb drive. All files on the disk or partition are secured — encrypted and decrypted on the fly as you use them. The process is completely transparent to you.

Use PGP Virtual Disk to create a secure “virtual hard disk.” You can use this virtual disk like a bank vault for your files. Use PGP Desktop or Windows Explorer or the Mac OS X finder to unmount and lock the virtual disk, and your files are secure, even if the rest of your computer is unlocked.

Use PGP Zip to create compressed and encrypted PGP Zip archives. These archives offer an efficient way to transport or store files securely.

16PGP Desktop Basics

Using PGP Desktop for the First Time

Use PGP Shredder to delete sensitive files that you no longer need. PGP Shredder removes them completely, eliminating any possibility of recovery.

Use PGP NetShare to share files and folders securely and easily among any number of people—with maximum access control.

3

Installing PGP Desktop

 

 

 

 

This section describes how to install PGP Desktop onto your computer and how to get

 

started after installation.

 

 

In This Chapter

 

 

Before You Install..........................................................................................................

17

 

Installing and Configuring PGP Desktop...................................................................

19

 

Uninstalling PGP Desktop ...........................................................................................

22

 

Moving Your PGP Desktop Installation From One Computer to Another............

22

Before You Install

This section describes the minimum system requirements for installing PGP Desktop on your Windows computer.

System Requirements

Note: In order to continue to improve our products and deliver more sophisticated features and performance, we have added support of the Microsoft Windows 7 operating systems in PGP Desktop 10.0. As a result, we are ending PGP Desktop support for Microsoft Windows 2000 Professional and Microsoft Windows 2000 Server & Advanced Server beginning with PGP Desktop 10.1.

Before you begin the installation, verify that your system meets these minimum requirements:

PGP Desktop can be installed on systems running the following versions of Microsoft

Windows operating systems:

Windows XP Professional 32-bit (Service Pack 2 or 3), Windows XP Professional 64-bit (Service Pack 2), Windows XP Home Edition (Service Pack 2 or 3), Microsoft Windows XP Tablet PC Edition 2005 SP2, Windows Vista (all 32and 64-bit editions, including Service Pack 2), Windows 7 (all 32and 64-bit editions, including Service Pack 1), Windows Server 2003 (Service Pack 1 and 2).

The above operating systems are supported only when all of the latest hot fixes and security patches from Microsoft have been applied.

Note: PGP Whole Disk Encryption (PGP WDE) is not compatible with other third-party software that could bypass the PGP WDE protection on the Master Boot Record (MBR) and write to or modify the MBR. This includes such off-line defragmentation tools that bypass the PGP WDE file system protection in the OS or system restore tools that replace the MBR.

18Installing PGP Desktop Before You Install

PGP Whole Disk Encryption on Windows Servers

PGP Whole Disk Encryption (WDE) is supported on all client versions above as well as the following Windows Server versions:

Windows Server 2003 SP 2 (32and 64-bit editions); Windows Server 2008 64-bit SP 1 and 2; Windows Server 2008 R2 64-bit

VMWare ESXi4 (supported Microsoft Windows Servers operating in a virtual environment)

For additional system requirements and best practices information, go to the the

Symantec Knowledgebase (http://www.symantec.com/business/support/index?page=home) and search for TECH149613, "PGP Whole Disk Encryption on Windows Servers".

PGP Whole Disk Encryption on Tablet PCs

PGP Whole Disk Encryption is supported on Tablet PCs that meet the following additional requirements:

Dell Latitude XT1 and XT2 Tablet PC Touch Screen Laptops (undocked)

1024 x 768 x 16 screen display running SVGA mode

Optional physical keyboard

Hardware Requirements

512 MB of RAM

64 MB hard disk space

For information on compatible email, instant messaging, and anti-virus software, see the PGP Desktop10.2 for Windows Release Notes.

Citrix and Terminal Services Compatibility

PGP Desktop for Windows has been tested with the following terminal services software:

Citrix Presentation Server 4.0

Citrix Metaframe XP

Windows 2003 Terminal Services

Windows 2008 Terminal Services (SP1 and SP 2)

Windows 2008 Terminal Services R2 (SP 1)

The following features of PGP Desktop for Windows are available in these environments, as specified:

Email encryption is fully supported.

PGP Zip functionality is fully supported.

PGP Shred functionality is fully supported.

PGP NetShare is fully supported.

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