Password-protected files
Do you wonder how vulnerable word-processing, spreadsheet, and zip files
are as users send them into the wild blue yonder? Wonder no more. Some
great utilities can show how easily passwords are cracked.
Cracking files
Most password-protected files can be cracked in seconds or minutes. You can
demonstrate this “wow-factor” security vulnerability to users and management.
Here’s a real-world scenario:
- Your CFO wants to send some confidential financial information in an Excel spreadsheet to the company’s outside financial advisor.
- She protects the spreadsheet by assigning a password to it during the file-save process in Excel 2002.
- For good measure, she uses WinZip to compress the file, and adds another password to make it really secure.
- The CFO sends the spreadsheet as an e-mail attachment, assuming that it will reach its destination securely.
The financial advisor’s network has content filtering, which monitors
incoming e-mails for keywords and file attachments. Unfortunately, the
financial advisory firm’s network administrator is looking in the contentfiltering
system to see what’s coming in.
- This rogue network administrator finds the e-mail with the confidential attachment, saves the attachment, and realizes that it’s password-protected.
- The network administrator remembers some great password-cracking utilities from ElcomSoft (www.elcomsoft.com) that can help him out.
Cracking password-protected files is as simple as that! Now all that the rogue
network administrator must do is forward the confidential spreadsheet to his
buddies or the company’s competitors.
If you carefully select the right options in Advanced ZIP Password Recovery
and Office XP Password Recovery, you can drastically shorten your testing
time. For example, if you know that a password is not over 5 characters or is
lowercase letters only, you can cut the cracking time in half.


Countermeasures
The best defense against weak file password protection is to require your
users to use a stronger form of file protection, such as PGP, when necessary.
Ideally, you don’t want to rely on users to make decisions about what they
should use this method to secure, but it’s better than nothing. Stress that a
file-encryption mechanism such as PGP is secure only if users keep their
passwords confidential and never transmit or store them in clear text.
- If you’re concerned about nonsecure transmissions through e-mail, consider one of these options:
- Block all outbound e-mail attachments that aren’t protected on your e-mail server.
- Use an encryption program, such as PGP, to create self-extracting encrypted files.
- Use content-filtering applications.




