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Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

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Page 1: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

Easy Encryption:OS X and Windows 2K/Xp

Shawn SinesOARTech

August 8, 2007

Page 2: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

Agenda• What is Encryption?• History of Encryption• Types of Data Encryption• Why Encrypt?• Encryption’s Impact• Commercial Tools:

– PGP Whole Disk Encryption• Free Encryption tools

– FileVault– Windows EFS

• Caveats • How to Encrypt

– Enabling FileVault on OS X– Enabling EFS for an encrypted

folder • Questions?

Page 3: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

What is Encryption?

“Encryption is a procedure that renders the contents of a message or file unintelligible to anyone not authorized to read it.”Source: Kroll

Page 4: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

History of Encryption

• The history of cryptography begins thousands of years ago. Until recent decades, it has been the story of what might be called classic cryptography — that is, of methods of encryption that use pen and paper, or perhaps simple mechanical aids.

• The development of cryptography has been paralleled by the development of cryptanalysis — of the "breaking" of codes and ciphers.

• Until the 1970s, secure cryptography was largely the preserve of governments. Two events have since brought it squarely into the public domain: the creation of a public encryption standard (DES); and the invention of public-key cryptography.

Source: Wikipedia

Page 5: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

Types of Data Encryption

• Two Types of Encryption methods: Cipher and Code based– Cipher is more common method today.

• Encryption can be applied to computer data in a number of ways:– Storage/Hard Drive Encryption: Protects

Data at Rest– Traffic Encryption: Protects Data in Transit

Page 6: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

Why Encrypt

• Encryption protects the university– ORC 1347: Exempt

from notification of exposure of personal information if encrypted

– Reduces risk of data loss through laptop/desktop theft

– Keeps our research and secrets safe

Page 7: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

Encryption’s Impact

• Encryption is only one method of protecting data and in this example is keyed to disk encryption specifically - not encrypted transport of information.

• Encryption is “free” – Consider impact on backup strategies and

repurposing of [equipment]– Encryption also introduces support issues

with data use and access that have costs in manpower and resources

Page 8: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

Commercial Encryption Tools

• PGP Whole Disk Encryption– Encrypts physical hard drives and implements boot

level protection.– Integrates with Active Directory– Centrally managed Private-key encryption system

using PGP Universal Server– Offers Public-Key storage as well for users– Does not encrypt Mac boot drives currently– Has limitations in dealing with multi-user machine

environments– OSU is currently piloting PGP for ODS users and some

colleges

Page 9: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

Free Encryption Tools

1. Macintosh OS X FileVault

• Protects user home directory and desktop

• On-the-fly encryption/decryption

• Uses login password; no secret code

• Can use Master phrase in case of user corruption

2. Windows EFS• Protects files and

folders• Keyed to user to

keep personal files safe from prying eyes

• Can have key backed up

Page 10: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

Caveats• Disk encryption increases wear on drives

because of the on-the-fly read/write nature• Many encryption forms are susceptible to

corruption if users do not shut down properly or power off properly - UPS and frequent data backups mitigate this risk

• Both EFS and FileVault rely on users to do the right thing to protect the data - it is not a whole disk solution.

Page 11: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

How to Encrypt: FileVault on OS X

1. Go to "System Preferences", then click on "Security".

2. If desired, click on "set Master Password" to set a master password.

3. Click on "Turn on FileVault" to turn on FileVault; select other options as desired.

4. When finished, close the FileVault window.

Page 12: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

How to Encrypt: File Vault on OS X

• Notes:

– FileVault only encrypts data stored in your user directory

– FileVault is not a tool to protect against hackers or viruses

– Because of the nature of encryption you should be careful to avoid force-quitting applications and minimize the number of improper shutdowns.

Page 13: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

How to Encrypt: Windows EFS

1. Locate the files you want to encrypt• We recommend that you encrypt folders as opposed to

individual files – any new files you add to this folder will also be encrypted.

2. Select the file or folder and right-click on it; select “Properties”.

3. In Properties, select the “General” tab.4. Select the “Advanced” button. The Advanced

Attributes window will open and there will be 4 check boxes.

5. Check “Encrypt contents to secure data” (bottom).

6. Select “OK” button. EFS encrypts the file or folder.

Page 14: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

How to Encrypt: WindowsEFS

• Notes:– Can only encrypt files and folders on

NTFS file system volumes.– Cannot encrypt:

• compressed files or folders. If a compressed file or folder is encrypted, it will be uncompressed.

• files marked with the System attribute • files in the system root directory structure

Page 15: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

How to Encrypt: EFS

• Notes:– When a single file is encrypted, you are asked

if you also want to encrypt the folder that contains it.

– When a folder that contains files or subfolders is encrypted, you are asked if you want all files and subfolders within the folder to be encrypted.

– If you choose to encrypt the folder only, all files and subfolders currently in the folder are not encrypted.

– Any new files or subfolders added to the encrypted folder are encrypted once they are created.

Page 16: Easy Encryption: OS X and Windows 2K/Xp Shawn Sines OARTech August 8, 2007

Questions?

Resources:http://cio.osu.edu/buckeyesecure/

http://safecomputing.osu.edu8help