Tag Archive for pentest

Root Shell – The Holy Grail

The “Holy Grail” of any attack is the creation of a root shell. On UNIX/Linux, the “root” user is a superuser account that has the capability of running any process on the machine. An exploit will attempt to gain root access to a system by obtaining a root shell prompt from which any command can be executed.

The hacker will attack a system running an exploit script that breaks into the system, following with establishment of a root shell bound to a TCP connection, which will then allow the attacker to remotely enter commands into the system.

There are basically three way that these shells can be bound to a TCP connection:

  1. Conversion – The TCP connection used to exploit the server (such as SMTP, DNS, FTP) is converted to a shell prompt.
  2. Listen – The most popular method is to register a shell (/bin/sh, /bin/ksh, etc.) within a service bound  to a particular port.
  3. Connect – This exploit will create a outbound connection back to the attacker.

In the early days, these exploits were developed by the “Leet” hackers using either reverse engineering and/or a trial and error approach to see how applications/systems behaved when unexpected packets were sent their way.

Later tools started to appear in the wild on the Internet, which then prompted the existence of the term “Script Kiddie“; allowing people without the ability to write hacking programs on their own to target machines on the Internet.

On the security consultant side, vendors in the late 80s and early 90s provided extremely expensive equipment/software such as NetTest, NetScout Systems and Sniffer Technologies as well as automated scanning tools such as ISS’ Internet Scanner.

Online vulnerability repositories like http://rootshell.org were used target specific applications to determine actual levels of threat probabilities.

With the open source initiative, many of these high-end tools have become widely available and have even matched and in some cases mastered their proprietary counterparts. Examples of these are Ethereal which then became Wireshark, Nmap, Nessus.

Rootshell.org has since disappeared and been replace by Milw0rm.com, an online exploit database. Hacking tools have become much more sophisticated in methods and automation, for instance the “Metasploit Project” providing information about security vulnerabilities and aiding in penetration testing with the capability of querying exploit databases in real-time to scan and attack for the most recent exploits.

This without a doubt raises serious questions on the approach security professional and system administrator need to take to protect and guard their systems.

We are well past the point when hacking was for the elite, when ill-intentioned people can monitor the release of security patches released by vendors and using the window of time between the patch release date and when patches are actually applied to make mischief.