January 2006

Issue 29

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 The Weakest Link: "We've met the enemy, and it is us." (Pogo)

Build a Better Password

Three guidelines to impenetrability

by Raymond E. Miller, CISSP, MCSE

Passwords hold the keys that access many things in our lives. We have a love-hate relationship with them for obvious reasons.

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In most cases, we need two things to get access to a system, a valid user name and password associated with that user name. Since it's easy to find out a person's user name, the password plays a big role in authenticating the user to prove to a system that he or she is the person behind the user name.

Common password formats

As we all know, a password can easily be weak or strong, depending on what the user creates. Too easy, and it's breakable. Too hard, and it's forgettable. A password generally comes in one of three forms: something you know, have or are.

A "something you know" password could be a personal identification number (PIN) or the name of Aunt Sadie’s dog. It should be something that only you know and keep secret, even from your loved ones and trusted coworkers.

A "something you have" password could be a key, token or a smart card. Smart cards are commonly used for building access but are becoming more common in computer systems access security. Tokens and key FOBs simply have a number that changes every set amount of seconds (usually around 10 seconds, but a little longer is better since it can take more than that to access the system). When you access a system with a token, you still enter a user name and a password, followed by the currently shown number in the token.

A "something you are" password is commonly referred to as biometrics. Biometrics is based on a physical attribute such as a fingerprint or retinal pattern that's scanned and compared to the attribute on record to confirm a person’s identity. Like no two snowflakes are alike, the same concept applies to our retinas and fingerprints.

Turning weak passwords into strong ones

Of these three types of passwords, the most widely used is something you know. Unfortunately, it's also one of the least secure. Most users tend to pick simple passwords, something that is easy for them to remember like a relative's name or birthday. Most of you probably know it's a challenge to get users to create better and stronger passwords.

The first step on the road to convincing users to build a better password is educating them. You improve the chances of them creating super passwords by explaining the importance and the process of building a more secure password. User-generated passwords can be strong and effective, provided they follow a few simple guidelines.

  1. Use a password that is longer than eight characters.

  2. Pick a password that doesn't appear in a dictionary.

  3. Generate passwords by using the full character sets available.

Typically, the full set of allowable characters available to you includes alphabetical (a-z and A-Z), numerical (0-9) and special sets. Special sets, also known as characters, generally refer to !,@,#,$,^,&, [, ], {, } and so on.

Some systems don't allow certain special characters, but there's almost always something you can use that's outside of the alphabet. The special characters and their use differ from system to system. The longer the password, the more characters used, and the less chance it appears in a dictionary makes it more difficult for an attacker to decipher.

Meet Goliath, Aunt Sadie's attack dog

Let's use Aunt Sadie’s dog as an example of how to turn a weak password into a "Goliath-style" password, one that even David can't beat. Guess what? The dog's name is Goliath.

Goliath, when compared to the provided guidelines, fails all three guidelines for creating a strong password. It's shorter than eight characters, appears in the dictionary and uses only alphabetical characters. Here's how to modify it to make it stronger.

Guideline 1: Increase the length of the password by adding more information. Take the basic “Goliath” and transform it to “Goliath is a dog.” Now the first guideline is satisfied.

Guideline 2: Further modify the new password to “Goliathisadog.” By eliminating the spaces, the second guideline is a happy camper because this password doesn't appear in a standard dictionary.

Guideline 3: Last change: Introduce other characters into the password to make guessing it more difficult. Do this by replacing alphabetical characters with other acceptable characters. Hence “Goliathisadog” magically transforms to “G0li@this@d0g”. In this last step, we have substituted the letter “o” for the number zero and “@” for “a.”

T!@NS4ES: This is a new section for easy scanning

Apply mnemonics to create a password by thinking of a memorable sentence, using the first letters of each word, and applying guidelines one and three. Here is an example of this process.

In a real case, a person shared administrative rights with multiple people on a system. The person learned that an administrative person gave the administrators’ account password to a user to temporarily access the system with the more powerful account. To teach a lesson to the administrators, the person created a password, “TiN4u2gA!” Translation: “This is not for you to give away!” This password had the desired effect and complied with all three guidelines.

Approaching the world of passwords with these three basic guidelines can multiply the difficulty level associated with an attacker trying to guess your password. One last piece of advice: Educate your users to change passwords often. The longer you use the same password, the more time an attacker has to figure it out. Since we have three guidelines, three months makes a good and easy-to-remember timeframe for changing passwords.

It shouldn't take long to teach users how to build an impenetrable password, and the payoff is a safe and secure business environment. Plus, they get to keep their jobs for as long as no one can crack their passwords. Just remember the big three.


Raymond E. Miller, CISSP, is an independent security consultant and trainer. He can be reached at Raymond.Miller@hotmail.com.


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