recommended.
Your testing timeline should include specific short-term dates and any specific milestones. You can enter your timeline in a simple spreadsheet program, a project-focused Gantt chart, or in a larger project plan. Often, when testing client networks, I will list these dates and time frames in my statement of work or in a simple email. That’s often all that’s needed.
A timeline such as the following keeps things simple and provides a reference during testing:
| Test Performed | Start Time | Projected End Time |
|---|---|---|
| Web application vulnerability scanning | June 1, 21:00 EST | June 2, 07:00 |
| Network host vulnerability scanning | June 2, 10:00 EST | June 3, 02:00 |
| Network host vulnerability analysis/exploitation | June 3, 08:00 EST | June 6, 17:00 |
Running specific tests
You may have been charged with performing some general vulnerability scans, or you may want to perform specific tests such as cracking passwords or trying to gain access to a web application. You may even be performing a social engineering test or assessing Windows systems on the network. However you test, you don’t necessarily need to reveal the specifics of the testing. Just high-level information should suffice. Even when your manager or client doesn’t require detailed records of your tests, document what you’re doing at a high level. Documenting your testing can eliminate potential miscommunication and keep you out of hot water. Also, you may need documentation as evidence if you uncover malfeasance.
www.techsmith.com/video-editor.html).
Sometimes, you know the general tests that you perform, but if you use automated tools, it may be impossible to understand every test completely. This situation is especially true when the software you’re using receives real-time vulnerability updates and patches from the vendor each time you run it. The potential for frequent updates underscores the importance of reading the documentation and readme files that come with the tools you use.
A CASE STUDY IN SELF-INFLICTED DENIAL OF SERVICE
An updated program once bit me. I was performing a vulnerability scan on a client’s website — the same test that I’d performed the previous week. The client and I had scheduled the test date and time in advance. But I didn’t know that the software vendor had made some changes in its web form submission tests, and I accidentally flooded the client’s website, creating a DoS condition.
Luckily, this condition occurred after business hours and didn’t affect the client’s operations. The client’s web application was coded to generate an email for every form submission, however, and there was no CAPTCHA on the form to limit successive submissions. The application developer and company’s president received 4,000 emails in their inboxes within about 10 minutes. Ouch!
My experience is a perfect example of not knowing how my tool was configured by default and what it would do in that situation. I was lucky that the president of the company was tech-savvy and understood the situation. Be sure to have a contingency plan in case a situation like that occurs. Just as important, set people’s expectations that trouble can occur, even when you’ve taken all the right steps to ensure that everything’s in check.
One way to prevent this specific problem is to know, in advance, the email address such messages will originate from — for example, [email protected] for Qualys Web Application Scanner and [email protected] for Probely — and then block those emails at the server level.
Conducting blind versus knowledge assessments
Having some knowledge of the systems you’re testing is generally the best approach, but it’s not required. Having a basic understanding of the systems you hack can protect you and others. Obtaining this knowledge shouldn’t be difficult if you’re testing your own in-house systems. If you’re testing a client’s systems, you may have to dig a little deeper into how the systems work so that you’re familiar with them. Doing so has always been my practice, and I’ve had only a small number of clients ask for a full blind assessment because most people are scared of them. I’m not saying that blind assessments aren’t valuable, but the type of assessment you carry out depends on your needs.
The best approach is to plan on unlimited attacks, wherein any test is fair game, possibly even including DoS testing. (Just confirm that in advance!) The bad guys aren’t poking around on your systems within a limited scope, so why should you?
Consider whether the tests should be performed so that they’re undetected by network administrators and any managed security service providers or related vendors. Though not required, this practice should be considered, especially for social engineering and physical security tests. I outline specific tests for those purposes in chapters 6 and 7.
Picking your location
The tests you perform dictate where you run them from. Your goal is to test your systems from locations that malicious hackers or insiders can access. You can’t predict whether you’ll be attacked by someone inside or outside your network, so cover your bases as much as you can. Combine external (public Internet) tests and internal (private network) tests.
You can perform some tests, such as password cracking and network infrastructure assessments, from your office. For external tests that require network connectivity, you may have to go off-site (a good excuse to work from home), use an external proxy server, or simply use guest Wi-Fi that might have a separate Internet connection. Many security vendors’ vulnerability scanners can be run from the cloud. If you can assign an available public IP address to your computer, plug into the network outside the firewall for a hacker’s-eye view of your systems. Just make sure that system is secure because it will be exposed to the world!
Internal tests are easy because you need only physical access to the building and the network. Just plug right in and have at it. If you dig around from the perspective of a visitor or guest, you might find an open network
