How Hackers Attack
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How Hackers Attack

Multiple different mail servers are used in today’s enterprises; chosen for performance, price, name recognition or
any of a number of other reasons, servers such as Lotus Notes and Microsoft Exchange dominate the corporate e-
mail landscape. Once a company has chosen a mail server, it is essentially beholden to that brand, as the primary
server platforms are not interoperable. Each different mail server has its own set of known vulnerabilities, giving
resourceful hackers ample opportunity to search for weaknesses. Once these weaknesses are identified, a single
hacker can take down an entire rack of mail servers in the blink of an eye.. The following sections outline some of
the vulnerabilities widely known within hacking circles and explain how hackers are able to take advantage of these
security holes.
IMAP & POP Vulnerabilities
Hackers have found a number of issues in both IMAP & POP servers that are exploited. Items such as dictionary
attacks can expose sensitive e-mail which is stored on an IMAP or POP server. There are countless tools available
for performing these attacks and the graphical nature of many of these tools make it simple for even a novice to
perform these attacks. Additionally, weak passwords are common vulnerabilities in these protocols. Many
organizations do not have adequate controls for password strength, thus end users will use passwords which can
easily be broken. Lastly, there may be concerns about defects or bugs in various IMAP and POP services which
can leave them susceptible to other types of exploits such as buffer overflows.
Denial-of-Service (DoS) Attacks
• Ping of death – Sends an invalid fragment, which starts before the end of packet, but extends past the end of the
packet.
• Syn Flood – Sends TCP SYN packet (which starts connections) very rapidly, leaving the attacked machine
waiting to complete a huge number of connections, and causing it to run out of resources and start dropping
legitimate connections. A new defense against this is “SYN cookies.” Each side of a connection has its own
sequence number. In response to a SYN, the attacked machine creates a special sequence number that is a
“cookie” of the connection, then “forgets” everything it knows about the connection. It can then recreate the
forgotten information about the connection when the next packets come in from a legitimate connection.
• Loop – Sends a forged SYN packet with identical source/destination address/port so that the system goes into an
infinite loop trying to complete the TCP connection.
System Configuration Holes
Weaknesses in enterprise system configuration can be classified as follows:
• Default configurations – Most systems are shipped to customers with default, easy-to-use configurations.
Unfortunately, “easy-to-use” can mean “easy-to-break-into” as well. Almost any UNIX or WinNT machine shipped
can be exploited rather easily.
• Empty/Default root passwords – A surprising number of machines are configured with empty or default
root/administrator passwords. One of the first things an intruder will do on a network is to scan all machines for
empty passwords.
• Hole creation – Virtually all programs can be configured to run in a non-secure mode which can leave
unnecessary holes on the system. Additionally, sometimes administrators will inadvertently open a hole on a
machine. Most administration guides will suggest that administrators turn off everything that doesn't absolutely
need to run on a machine in order to avoid accidental holes. Unfortunately this is easier said than done, since
many administrators aren’t familiar with disabling many common services.
To execute a Denial-of-Service (DOS) attack, a
hacker uses Trojans to take control over a
potentially unlimited number of zombie computers,
which then take aim at a single target and flood it
with traffic in an attempt to overwhelm the server.
Exploiting Software Issues
Software bugs can be exploited in the server daemons, the client applications, the operating system, and the
network stack. Software bugs can be classified in the following manner:
• Buffer Overflows – Almost all the security holes you read about in the press are due to this problem. A typical
example is a programmer who will set aside a specific number of characters to hold a login username. Hackers will
look for these types of vulnerabilities, often sending longer strings than specified, including code that will be
executed by the server. Hackers find these bugs in several ways. First, the source code for a lot of services is
available on the net. Hackers routinely look through this code searching for programs that have buffer limitations.
Hackers will also examine every place the program accepts input and try to overflow it with random data. If the
program crashes, there is a good chance that carefully constructed input will allow the hacker to break into the
system.
• Unexpected Combinations Programs usually are constructed using many layers of code, including the underlying
operating system as the bottom-most layer. Intruders can often send input that is meaningless to one layer, but
meaningful to another when constructed properly.
• Unhandled Input – Most programs are written to handle valid input. Most programmers do not consider what
happens when somebody enters input that doesn't match the specification.
Exploiting the Human Factor
Education of e-mail users by organizations regarding how hackers seek to exploit them has improved to the point
that a large majority of e-mail users now have at least a rudimentary understanding of fundamental security. The
basic message regarding not opening certain malicious attachment types, particularly .exe files, from unknown
senders is widely known. This means the hackers are being forced to redouble their efforts in order to counteract
the education that e-mail users are receiving.
Examples of hackers using sophisticated means to get users to open e-mail attachments include the following:
• Double Extension – The Netsky, lovegate, and Klez viruses took advantage of this vulnerability. Malicious files
are given double extension such as “filename.txt.exe” to trick the user into running the executable. NetSky actually
would place 100 spaces between the extensions so the victim would not see the second extension. NetSky would
also put the DOS command “COM” at the end of a string that appeared to be a Web address ending in .COM.
• Password-Protected Zip File – Virus writers encrypt the virus in a password protected zip and send the file to
users with the password in the message body. Since the encrypted file skips virus scanning, the end user gets
what they think is legitimate e-mail. Unfortunately, in most cases this message has a look of urgency and the
unsuspecting user will many times go the extra mile to open the malicious attachment.
• Plain Trickery – Hackers harvest e-mail addresses from LDAP servers and spoofing the “from” field with names
the victim would recognize so they open the e-mail and attachments, and by trying to trick the victim into accessing
a Web site. Common tactics include sending e-mails with headings with “re:” or “Re: re: re:” included to make the
victim believe it is a chain e-mail. Another common header tactic is including technical terms that make the victim
believe that e-mail system error was encountered; MyDoom used this tactic effectively. The Bagle worm would use
icons of text file, folders, and Excel files for executables in hopes a user would not check the filename closely. The
Sober.D worm tried to fool the user into believing that it was a patch delivered from Microsoft for the MyDoom
worm. Again, this message contained a malicious attachment which preyed upon the user’s belief that the
message was sent by a legitimate source.
Self-Propagation: The New Mission of Attacks
Hackers are becoming increasingly sophisticated and are no longer content with simply gaining access to networks
to cause mischief and disrupt service. Whereas hackers first spread viruses through individual networks simply
because they could, we now are seeing more and more attacks that involve the use of Trojans designed to spread
a virus to as many computers as possible, with the intent of taking control of these machines for nefarious
purposes.
Trojans
Trojans enter the victim’s computer undetected, usually disguised as a legitimate e-mail attachment. Once the
Trojan is opened by the unsuspecting recipient, the attacker is granted unrestricted access to the data stored on
the computer. Trojans can either be hidden programs running on a computer, or hidden within a legitimate
program, meaning a program that the user trusts will have functions they are not aware of. The following chart
outlines some of the most popular types of Trojans used by hackers:
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