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OSSA Notes

Notes for the ThinkSECURE Organizational Systems Security Analyst (OSSA) Certification. Information here was sourced from both study guides provided by ThinkSECURE and personal anecdotes from the March 2018 run of the certification examination.

NOTE: Information listed here may not accurately reflect content that is involved in any particular future runs of the examination

Table of Contents

Introduction

The examination duration is 4 hours long and includes 45 multiple choice questions with five options. There may be more than one correct answer, no correct answers or all five correct options for each question. For every option that is correctly selected, 1 mark is awarded, and for every incorrect option that is selected, one mark is deducted. To effectively answer a question, you must ensure that the Answer? checkbox is checked. If it is not checked, you will be awarded 0 marks for that question since it is considered that you have not chosen to answer that question.

Since this examination involves negative marking, I highly suggest that you do not answer questions that you are completely uncertain of as trying to guess answers to questions brings a higher chance of getting the answers wrong and hence getting more marks deducted.

The bulk of the examination focuses on two topics: analyzing network traffic and network scanning. Hence, I would suggest placing more focus on getting comfortable with using WireShark and nmap. Additionally, I would also advice that you read up on concepts that are related to these two tools. Some of the aforementioned concepts may include but are not limited to:

  • TCP three way handshakes
  • TCP flags
  • TCP protocols

During the examination, I highly suggest that you begin off by performing nmap scans of all the hosts involved and specified in the question paper and record down all the information you can retrieve. During this time, focus on answering questions from other sections and topics during this time. This is because in a class of 20 students, the limited bandwidth will result in very long scan times so having to repeat the nmap scans multiple times over to get information you have missed out on will be a huge waste of time.

Course Content

This section contains the information included in the training programme for the certification

1. What Is Information Security

Origins of Cyberattacks

  • The Curious: people who found tools on the internet and randomly picks IP addresses to test on
  • The Malicious: dislike of other persons or organizations
  • The Criminal: attacks with intent to commit crime
  • The Competitor: attacks against competing businesses in the same industry
  • The Natural: natural causes such as disasters resulting in denial of service
  • The Politically-charged: politically or bureaucratically motivated attacks

Basic Security Concepts

CIA Triad
  • Confidentiality: preventing others from finding out about things (encryption)
  • Integrity: how to keep data and platform in a state of "wholeness" (hash)
  • Availability: notion of maintaining on-demand accessibility (redundancy)
SOB Troika

The CIA triad answers many concerns to IT security, however in a real world perspective, IT security is a cost centre and it does not exist for IT security's sale alone, many other factors may be considered along with IT security within an organization

  • Security
  • Operations
  • Business
Trust & Verify

The concept of not taking anything at face value is important in IT security. For instance if a vendor says their product can perform the job, you have to test the vendor's assertion and find out yourself.

Ask The Oracle

Another good habit is the skill of looking for information whenever you are unsure of something, want to find out more about a topic, encounter an error message or face a problem that needs to be resolved. The oracle in question is defined a source of information, a good example being Google due to its comprehensiveness

If your choice of tool are search engines such as Google, it is also good to develop your skill in phrasing search entries and validating and narrowing search results.

8-Step Security Gameplan

The Security Gameplan is a summary framework which shows the general execution of a security implementation. This is because security implementations are not full-featured products that can be bought form vendors, but must be approached in a holistic perspective that takes account policies, people and other non-technical factors

  1. Identify Centers of Gravity
    • What are considered important assets
    • Where are they located
    • Is danger real or imagined
    • Establish valuation baseline
    • Determine consequence of a threat materializing
  2. Understand the Threats
    • Identify what constitutes a threat to your assets
    • Segregate into categories such as internal/external, natural/man-made
    • Take the perspective of attackers
    • Understand the environment you operate in
  3. Gather Information from Stakeholders
    • Get roles of stakeholders in assets to be protected
    • Get feedback from parties involved in changes to reduce resistance
    • Maintain dialogue with concerned parties to refine plan
  4. Develop Baselines
    • Take stock of equipment, configurations, applications
    • Set in place policies, procedures and platforms to identify deviations to baselines
    • Develop baselines based on normal operating periods
  5. User and Corporate Education
    • People are weakest link, as technical defences can be circumvented through human exploitation
    • Explain rationale for proposals and convince management by equating security benefit to bottom-line results
    • Emphasize impact on bottom line
  6. Establish Platform Defense
    • Setup defensive procedures & emplace defensive platforms
    • Conduct research into applicable defensive mechanisms and optimum employment
    • Understand how attackers may try to circumvent the defensive mechanisms
  7. Establish Business Continuity & Disaster Recovery
    • Conduct regular drills
  8. Maintain Balance
    • Ensure initiatives are followed up on
    • Continue to highlight evolving challenges and threats
    • Undertake applicability reviews
    • Patching
    • Check for compliance with law

2. Defending Your Turf & Security Policy Formulation

4Ps of Defence

  • Policies: direction a company is going to take in order to achieve whatever goals it states in the policy
  • Procedures: detailed steps, standards and workflow necessary to achieve the milestones needed to ensure policy is complied with
  • Platforms: deployed to support the delivery and fulfillment of the procedures
  • People: operates the platforms in the manner dictated by procedures in order to attain and be compliant to the policies

4 Steps of Defending Networks & Systems

  1. Vulnerability Identification
    • Keep track of both technical and non-technical issues in order to be able to identify areas which need attention
  2. Platform Lockdown
    • Principle of least privilege applies
    • Deploy Triple-A (authentication, authorization, accounting)
    • Implement logging mechanisms to record actions on critical servers and send logs to secure servers or write-one media
  3. Monitor The Setup
    • Implement management overlay to keep track of traffic, access, user numbers, etc and ensure it is protected
    • Automate alerting mechanism
  4. Damage Control
    • If breach is detected, implement containment procedures
    • Conduct triage to limit fallout and contain damage
    • Involve forensics team to assess impact

3. Network 101

Sniffing

THe identification of network traffic, to give a better idea of the true nature of traffic within your network.

The sniffer of choice for most IT security practitioners is Wireshark. For the purpose of this certification, it is important for you to be proficient at the usage of Wireshark as a significant portion of the examination will involve analysis of network traffic

OSI Model

Number Name
Layer 7 Application
Layer 6 Presentation
Layer 5 Sessions
Layer 4 Transport
Layer 3 Network
Layer 2 Data Link
Layer 1 Physical

Layer 2 Frames

A frame is like an envelope containing a letter, it has an address directed towards a recipient and some content inside.

Components of a frame
  • Frame headers and trailers perform synchronization
  • Header of a frame contains MAC address of origin and destination network adapter, in the format of xx:xx:xx:yy:yy:yy (6 bytes)
  • MAC address allows identification for type of device
Attacking Switches

Attackers can target the Content Addressable Memory (CAM) table with bogus entries, with tools such as Macof, to take up CAM table space. Legitimate entries are crowded out, causing the switch to be unable to determine legitimately connected clients, causing it to forward all frames out of every port in attempt to get frame to its destination address, enabling attackers to sniff traffic within the network.

Layer 3 IP

Internet Protocol is used to deliver packets from source to destination. Similarly, the source and destination headers are stored in headers.

IP is connectionless, meaning there is no pre-established connection between sender and recipient, instead relying on upper layer protocols to ensure delivery and to re-assemble the IP packets in the right order at the destination.

Addressing is in the format of aa.bb.xx.yy (32-bit) for IPv4. The last block of IPv4 addressing having been distributed in 2011, IPv6 was developed to deal with the address shortage, utilizing 128-bit hexadecimal addressing.

Routers are used to route packets. They receive packets from one interface and forwards it to another interface. No known routes will result in dropped packets.

Time To Live (TTL) Values

TTL values can be used to determine the operating system of a host as they are usually consistent across many different machine running the same operating system.

OS TTL
Windows 95 32
Linux 64
Windows XP/Vista/7/Server 128

NOTE: Due to hops over a network, the TTL value of a system may differ from the values stated above, generally, the closest estimate will be sufficient enough to determine the operating system

Private IP Ranges

Due to the lack of IPv4 addresses, certain ranges of IP addresses were reserved for use on private networks. They include:

  • Class A: 10.0.0.0 through 10.255.255.255
  • Class B: 172.0.0.0 through 172.31.255.255.255
  • Class C: 192.168.0.0 through 192.168.255.255

These addresses can be used anywhere so long as Network Address Translation (NAT) is performed as they are non-routable over the internet. As a result, they are based on destination, as the source can be spoofed by attackers within private ranges in Distributed Denial of Service Attacks (DDoS)

Amplification Attacks Through IP Broadcast

Each network contains broadcast address which relays all packets sent to the broadcast address to be forwarded to all hosts within the network.

Attackers can spoof source IP address to reflect attack back on a third party.

Smurf Attacks

  1. Attacker sends 23KB ICMP echo request with destination address of 3.3.3.255 to network 3.3.3.0/24 with source address as 2.2.2.2
  2. Gateway router at 3.3.3.0/24 receives echo requests and detects the destination address is a broadcast address, forwarding the echo request to all hosts within the 3.3.3.0/24 network
  3. All live hosts receive echo request and responds with ICMP echo reply, flooding host at 2.2.2.2 with responses, possibly overwhelming it

Address Resolution Protocol (ARP)

ARP is employed by a host when it wants to find out the IPv4 address held by a network adapter address (MAC address). This system can result in some problems:

  • ARP has no way of telling whether information contained in ARP reply is legitimate
  • Attacker can send unsolicited ARP replies to hosts informing them that the IP address for a particular host is held by the attacker's MAC address
  • Host accepts this ARP reply, poisoning its cache
  • Any packets sent to IP address will instead be redirected to the attacker
  • Attacker can "insert" himself between poisoned hosts, called a Man-In-The-Middle attack
Routing

Routing is the process of getting a packet from source host A to destination host B.

To send a packet to the internet, the gateway first has to be determined, which involves ARP requests to determine the MAC address of the gateway. Data is thus sent from host-to-host, host-to-router, router-to-router

Layer 4 TCP & UDP

Transmission Control Protocol (TCP)

TCP provides reliable, ordered and error-checked delivery of a stream of data between applications running on hosts communicating over an IP network.

Three-way Handshake

Three way handshakes are required to be established between two hosts before data can be transferred between two hosts over TCP.

Establishing connection between Host A and Host B:

Packet Type Direction
Packet 1 SYN Host A --> Host B
Packet 2 SYN/ACK Host A <-- Host B
Packet 3 ACK Host A --> Host B

Attackers can exploit this by never sending ACK packets to complete the handshake and sending more SYN packets, resulting in the target assigning more memory to hold incomplete handshakes.

Four-way Termination

Four way terminations are used to indicate that two hosts want to stop communications

Establishing termination between Host A and Host B:

Packet Type Direction
Packet 1 FIN/ACK Host A --> Host B
Packet 2 ACK Host A <-- Host B
Packet 3 FIN/ACK Host A <-- Host B
Packet 4 ACK Host A --> Host B

Attackers can use FIN flagged packets to conduct reconnaissance if a firewall is stopping SYN flagged packets from going through. The default reaction to receiving a FIN packet is to terminate an existing connection using a 4-way termination. However, if there is no existing connection prior to the FIN packet, the host may send a RST packet in response. The receipt of an RST flagged packet shows that there is a host behind the firewall.

User Datagram Protocol (UDP)

UDP is a protocol used to transfer packets between hosts in a connectionless method, based on best-effort delivery of packets. It is used for applications such as SNMP or DNS where speed is of priority.

UDP poses challenges to identifying services as a response can only be obtained under the following conditions:

  • Target with open service residing behind UDP port receives UDP packet with matching payload protocol (eg: DNS query payload for DNS service behind UDP port 53 will receive a DNS response)
  • Target with no service residing behind UDP port receiving UDP packet will return ICMP unreachable packet
  • All other scenarios will result in no replies from the host

Domain Name System (DNS)

DNS ties IP addresses to canonical names which usually include memorable phrases, allowing users to be able to access service easily.

DNS Query:

  • DNS query sent (who is example.com)
  • Server checks cache for DNS record, if absent, forwards to .com root server, the authoritative name server for secure**.com**
  • Receives reply from authoritative name server (example.com is 8.8.8.8)
  • Sends response to requester (example.com is at 8.8.8.8)
DNS Poisoning

A classic case of DNS poisoning starts with an attacker sending an email to their target with a link to a domain controlled by the attacker. The client will try to query the ISP DNS server for the attacker's DNS server. Once verified, the client will now receive DNS responses from the attacker's DNS. Attacker can provide illegitimate responses to the client's queries and can redirect them to malicious websites.

DNS poisoning can occur when an attacker pre-locates himself along the path of transmission of a DNS response from the ISP DNS server to the client making the request. He can then rewrite the contents of the response from the DNS server to the client with an arbitrary value.


4. Defensive Tools & Lockdown

Firewall

Firewalls act as barriers between computers in an network.

Firewalls can come in multiple forms, which include and are not limited to:

  • Appliance - Firmware code residing on dedicated hardware platform
  • Software - Installed on server as point defence
  • Personal - For workstations and individuals

There are also different types of firewalls:

  • Packet Filter

    Sits between internal network nd rest of the world, allowing packets to pass through it when travelling to and fro the internal network and the internet. The packet filter will compare packets to a set of rules which decides whether the packet should be forwarded onto the next hop or discarded.

    Certain firewalls will send a notice when a packet has been dropped, it is discouraged to have such setup, instead the firewall should silently drop packets which do not match rules.

    Packet filters compare packets to rules usually based on factors such as source addresses and ports, destination addresses and ports.

    As a result, packet filters are normally fast as they do not perform data checking, easy to setup, wide compatibility with applications. Additionally, Network Address Translations and Network Address Port Translation also adds to the security of packet filters.

  • Stateful Packet Inspection (SPI)

    SPIs are similar to packet filters, but maintain state about each connection passing through them. It has built in knowledge about TCP/IP rules for data flow between two hosts and can detect incorrectly sequenced packets and inconsistent IP protocol options as a result.

    Attackers cannot send packets that appear to be part of an existing connection (packets sent to port 80 without initiating a connection will be rejected).

    SPIs can help to mitigate DoS attacks (SYN floods), track established connections and allow inbound packets based on state and is relatively fast

  • Application Proxy

    Proxies break up connection between server and client, acting as a middleman handling connection between each other. It masks the IP stack and characteristics of server it is protecting, resulting in any fingerprinting attempt against the network stack hitting the proxy first and not the server. Additionally, if an attacker tries to make use of fragmented packets of fields in IP packet, the internal server will never receive the packet.

    Certain proxies have knowledge of application-specific data and cen therefore check the legality of traffic between the server and client. (Web application proxy can check the legality of a HTTP GET request before forwarding it to the web server)

    One major disadvantage is that it since it is application specific, it has to be written to handle specific application protocols. A web application proxy may not be able to understand traffic meant for a FTP server.

  • Proxy Firewall

    Adding on to application proxies, it is able to perform payload-level inspection. It combines stateful packet inspection, proxy technologies and application-protocol awareness.

    Proxy firewalls still act like proxies, it acts as a middleman and receives packets between clients and servers and examines the packets between the 2 connections. It interrogates the behavior and logic of what is being requested and returned, protecting against application-specific attacks. (eg: A web-app firewall protects against attacks such as SQL injection and XSS, parameter or URL tampering and buffer overflows by analysing the contents of each incoming and outgoing attack)

Firewall Rules of Thumb
  • Block inbound packets (ingress)
  • Block outbound packets (egress)
  • Implicit deny-all
Firewall Deployment
  • Internet -> External DMZ -> External FW -> Internal DMZ -> Internal FW -> Network (expensive to purchase equipment for)
  • Internet -> FW -> DMZ / Network (risk of rule confusion due to multiple interfaces)

Network Intrusion Detection System (NIDS)

A NIDS monitors traffic on its network segment as a data source, accomplished by placing the network interface card in promiscuous mode to capture all network traffic that crosses it. Network based identification involves looking at packets and are considered to be of interest if it matches a signature.

There are three primary types of signatures:

  • String Signatures: Looks for text strings that indicate a possible attack, can be refined to reduce number of false positives by using compound string signatures
  • Port Signatures: Watches for connection attempts to well-known ports, if directed to unused ports, it is an indication of suspicious activity
  • Header Condition Signatures: Watches for dangerous or illogical combinations in packet headers

NIDS requires a connection to a network segment to monitor, which can include hubs, switch-port monitoring or active taps

An example of a NIDS is Snort

Host-based Intrusion Detection System (HIDS)

HIDS focus on monitoring and analyzing the internals of a system rather than its external interfaces. It usually uses a database of system objects it should monitor and can also be made to check that appropriate regions of memory have not been modified.

Some problems with HIDS include:

  • Many HIDS can only monitor certain types of systems
  • HIDS do not have access to core communication functionality of system, incapable of fending off attacks against protocol stack
  • Cannot inform before something happens
  • Expensive

An example of a HIDS software is Tripwire

Honeypots

A honeypot is a trap set to detect, deflect or to counteract attempts at unauthorized use of information systems. It generally consists of a computer system, data or a network that appears to be part of a network but is actually isolated and protected. It also seems to contain information or resources that would be of value to attackers.

Low-Interaction Honeypots

Low-interaction honeypots have allow attackers limited abilities, they normally work by emulating services and operating systems.

Advantages:

  • Easy to deploy and maintain with minimal risk
  • Requires only installation of software, OS and services to be emulated and monitored.
  • Emulated services mitigate risk by containing attacker's activity, attacker never has access to OS

Disadvantages:

  • Logs only limited information and are designed to capture known activity
  • Easy for attacker to detect low-interaction honeypot
High-Interaction Honeypots

High-interaction honeypots are more complex solutions which involve real operating systems and applications. Nothing is simulated, allow attackers to access real services.

Advantages:

  • Can capture extensive amounts of information. Allowing attackers full and real extent of systems to interact with, their full behavior can be learnt
  • Provides an open environment that captures all activity, allowing high-interaction solutions to learn unexpected behavior

Disadvantages:

  • Risk is increased as attackers can use real OS to attack non-honeypot systems
  • More complex to deploy and maintain
Common Errors In Deploying Honeypots
  • Creating contiguous range of fake hosts with have exactly the same characteristics
  • Attacker would only have to scan entire target range to identify hosts which appear to have same configuration
  • In normal enterprise environments, real servers are deployed on business requirements and are rarely exactly identical
  • Try to make each honeypot host as unique as possible and spread across IP subnet

An example of a honeypot is Honeyd

Cryptography

Cryptography is the field of mathematics and computer science concerned with encryption and authentication.

Transposition Cipher

A transposition cipher changes the position of one character from the plaintext to another in the cipher text. An example of a transposition cipher is the Railfence Cipher.

WE ARE DISCOVERED FLEE AT ONCE

W R I O R F E O E
E E S V E L A N R
A D C E D E T C X
Substitution Cipher

A substitution cipher is a method of encryption by which units of plaintext are substituted with cipher text according to a regular system.

Plaintext alphabet:  abcdefghijklmnopqestuvwxyz
Ciphertext alphabet: ZEBRASCDFGHIJKLMNOPQTUVWXY

Message: Flee at once, we are discovered
Cipher:  SIAA ZA LKBA, VA ZOA RFPBLUAOAR
Block Cipher

Block ciphers are a symmetric key cipher which operates on fixed-length groups of bits as plaintext and ciphertext. Examples include Data Encryption Standard (DES), Triple DES (3DES) and Advanced Encryption Standard (AES).

Stream Cipher

Stream ciphers are a symmetric cipher where plaintext digits are encrypted one at a time and in which the transformation of successive digits varies during encryption. Examples include Rivest Cipher 4 (RC4), HC-256 and CryptMT.

Stream ciphers are preferred over block ciphers where lower latency encrypted communications is desired. For example, RC4 is used as a cipher for WEP and WPA encryption under the 802.11 wireless networking implementation.

Uses of Cryptography
  1. Proving Integrity by Hashing

    A hash function is a function which examines the input data and produces an output of a fixed length, called a hash value. Even if two values differ by a bit, the output will have significant differences. If two hashes of the same function are different, the inputs are definitely different. Examples of hash algorithms include Message Digest 5 (MD5) and Secure Hashing Algorithm (SHA).

  2. Sending Data Using Symmetric Key Encryption

    Symmetric-key algorithms are a class of algorithms for cryptography that use the same key for encryption and decryption. In practice, it means that it represents a shared secret between two or more parties that can be used to maintian a private information link. It is not feasable for cases involving large numbers of people, as the comprimise of one key requires changing keys for all parties involved, having different keys for everyone means maintining a whole array of keys per person.

  3. Remote Networking Using Virtual Private Networking

    VPNs use symmetric key encryption to encrypt communications between two end points.

    a. Transport Mode with Authentication Header (AH):

    <-----Original IP Packet----->
    --------------------------------------------------------
    | Data | TCP/UDP | IP Header | AH | Original IP Header |
    --------------------------------------------------------
    <---------------------Signed by AH--------------------->
    

    AH used in transport mode will create a checksum of the original IP packet and store the hash within the AH. The IP header is added to the new header of the packet. At the destination, the hash of the payload is calculated again and checked against the AH to ensure that it has not been modified. AHs in transport mode help to ensure integrity of the packet.

    b. Transport Mode with Encapsulating Security Payload (ESP):

                                    <-----Original IP Packet----->
    ------------------------------------------------------------------------------------------------
    |ESP Auth Trailer | ESP Trailer | Data | TCP/UDP | IP Header | ESP Header | Original IP Header |
    ------------------------------------------------------------------------------------------------
                      <---------Encrypted with ESP Header-------->
                      <---------------Signed by ESP Auth Trailer-------------->
    

    ESP used in transport mode will encrypt the original IP packet with the ESP header. The data within this portion of the packet is now unreadable to people without the decryption key. The ESP Auth header is then used to create a checksum of the now encrypted packet. The original IP header is then inserted at the head of the packet. At the destination, a hash of the encrypted portion of the packet is generated and compared to the ESP Auth Trailer to ensure it has not been modified and is then decrypted using the ESP header. AH in transport mode ensures that the confidentiality and integrity of the packet.

    c. Tunnel Mode with AH

     <-----Original IP Packet----->
     ---------------------------------------------------
     | Data | TCP/UDP | IP Header | AH | New IP Header |
     ---------------------------------------------------
     <---------------------Signed by AH---------------->
    

    AH in tunnel mode works the same way as AH in transport mode, with the exception that a new IP header is added to the head of the packet instead of re-using the original IP header.

    d. Tunnel Mode with ESP

                                    <-----Original IP Packet----->
    -------------------------------------------------------------------------------------------
    |ESP Auth Trailer | ESP Trailer | Data | TCP/UDP | IP Header | ESP Header | New IP Header |
    -------------------------------------------------------------------------------------------
                      <---------Encrypted with ESP Header-------->
                      <---------------Signed by ESP Auth Trailer-------------->
    

    ESP in tunnel mode works the same way as ESP in transport mode, with the exception that a new IP header is added to the head of the packet instead of re-using the original IP header.

    In transport mode, the original IP headers remain unmodified while only the payload is authenticated and/or encrypted. Transport mode is incompatible in networks with communications required to be made over NAT.

    In tunnel mode, the entire IP packet is authenticated and/or authenticated. A new IP header is added to the packet. It is generally used for end-to-end communications (gateway-to-gateway).

  4. Sending Data Using Public-Key Cryptography

    Public key crpytography is a form of cryptography which allows users to communicate without having prior access to a shared key. This is done by using keypairs, designated public and private keys. It should not be possible to deduce the private key given a public key. Public-key crryptography can be used to perform encryption (keeping a message secret to anyone who does not possess a specific private key) as digital signatures (allow anyone to verify a message has been created using a specific private key)

    receipient's public key + plaintext = ciphertext
    ciphertext + receipient's private key = plaintext
    
  5. Proving Identity Using Digital Signatures

    Digital signatures are encryption schemes for authenticating digital information.

  6. Ransomware

    Ransomware are malicious software which uses asymmetric encryption to encrypt files in order to extort money from victims in exchange for the private key to decrypt their files.

Trust Standards: Public Key Cryptography (PKI)

PKI is an arrangement which provides for third-party vetting of and vouching for user identities. Public keys are typically contained in certificates. PKI arrangements enable users to be authenticated to each other, and to use information in identity certificates to encrypt and decrypt messages travelling to and fro. PKIs usually consist of client software, server software and hardware and operational procedures. A user may digitally sign messages using his private key and another user can check the signature using the public key contained in that user's digital certificate. An example of such software is GNUPrivacyGuard (GPG)


5. The 5E Attacker Methodology

Preparation

  • Sandboxing

    Consider tools as untested and suspicious until proven otherwise, do not test production or live systems with unproven tools, instead, use sandboxing - a controlled environment where tools can be tested without fear of impact on production networks. Some tools that can be used include VMWare and Virtualbox.

    Characterstics:

    • Must not be connected to production systems or netwoks
    • Must not be used for production purposes
    • Must be tightly controlled for effects or changes done to system and/or network.
    • Preferably something which does not save the state of machine or allows snapshot so that it can be rolled back to a known untainted state.
  • Tool Repositories

    Examples of resources which house zero-day vulnerabilities include Full Disclosure Mailing List, Exploit-DB, Packet Storm

  • Checking Tool Authenticity

Exploration

Exploration is usually the first phrase in an attacker's attempt to understand more about the target. It is usually the longest as even though it is simple in concept and execution, it must be repeated multiple times for multiple leads.

Human-Driven Approach

This approach utilises physical human effort and geographic placement in initiating the hunt and recovery for information.

  • Human Engineering: Process of exploiting the weaknesses in human beings and plays on the natural tendency to trust
  • Dumpster Diving: Refers to the collection of trash in the hope of getting information as many people tend to throw away valuable information
  • Physical Intimidation: Intrusion, impersonation
Computer Aided Approach

This approach uses the internet and public techincal resources to obtain the desired information.

  • Scoping Out Forums: Typically, people who ask questions when trying to solve a problem, often leave tell-tale cules to who they work for and what platforms they use
  • Domain Registrars & WHOIS: ICANN requires domain registrants enter in valid contact information, administrative and technical contacts are prime candidates for information harvesting
  • DNS Servers: Zone transfers, reverse lookups and other queries can be run against nameservers for a given domain, resulting in vital clues into setup of a target's internal network

Enumeration

Armed with information gathered under exploration, this is the next step in an attacker's attempt to determine as many weaknesses as possible resident in the target which can include but are not limited to: wardriving, wardialing, port scanning, OS discover, tracerouting, vulnerability assessment, web-based vulnerabilities.

The procedure usually is to:

  1. Port scan target for list of open/closed or filtered ports
  2. Attempt to identify type of service behind each open port via default content, error displays or fonts
  3. Attempt to determine whether application is vulnerable
  4. Identify OS via TTL and services
  5. Try to identify teh routes into and out of a network and its topology
Enumeration Tools
  • NMAP: Classic port scanning tool with ping sweeping, port scanning, OS discovery
  • Unicornscan: Scans for UDP ports much faster than NMAP
  • Nessus: Classic vulnerability assessment tool, recommended to check for application vulnerabilities on CVEDetails / National Vulnerability Database / Common Vulnerabilities & Exposure
  • HTTPrint: tool used to determine a web application's type and version
  • AMAP: Port scanning tool for applications
  • Online Services
  • Brain, Logic & Common Sense

Exploitation

Once a target has been enumerated, the attacker moves on to attempt to gain control over the target via any weaknesses found during enumeration. Exploitation can be performed using any of the following (in increasing order of difficulty): ready-made tools from repositories, exploit-code compilation, techniques & methods, self-crafted tools.

Spoofing & Man-in-the-Middle Attacks

Spoofing is the act of assuming somebody or something's identity, in order to hide true identity, especially when sending malicious traffic, confuse incident handlers and investigators or insertion between an established connection or data flow.

An exmple of such exploit is ARP poisoning. An overview of how ARP poisoning works is as follows:

  • Target requests for remote SSL connection to server and gets attacker's IP
  • Target establishes SSL connection with attacker
  • Attacker establishes SSL connection with actual server and forwards traffic between both
  • Target now sends data to server which attacker can now see
Denial of Service

Denial of Service is an attempt to disrupt the availibility component of the CIA triad. Most common usage is by sending specially crafted packets to vulnerable applications or to send large amounts of traffic that consume CPU cycles, network bandwidth, memory and storage. DoS has evolved to a volumetric-traffic-based attack called distributed DoS (DDos)

DDoS are leunched from legions of comprimised and controlled hosts that can be marshelled into a concerted strike against a single target or group of targets. For instance, a 16KB ICMP request packet sent to from 10000 hosts amount to 1.2GB of packets. These hosts are taeked with various methods to bring down the target's services mainly through exhaustion of target's network bandwitdh, as opposed to hardware resources.

A bot or zombie client is a program capable of performing functions issued from a controller. A botnet is a collection of infected hosts. They are usually installed on unsuspecting users' systems through exploits of OS vulnerability, trojans or payloads of worms. On activation, bots typically join channels on IRC servers and listen for commands from controllers. An example of such is PhatBot.

Exploit Fundementals
  • Buffer/Heap Overflows: Most commonly seen exploit type, considered most easily exploitable condition, caused by lack of programmic checks in handling of user-supplied variables which lead to execution of arbitrary code. Exploit is based off how data can be overflowed outside of its assigned space into the memory space of other data, changing the way how the prorgam runs.
  • Shell Code: Small piece of assembly language used to launch programs, can be found on Shell Storm, Packet Storm. There are two types of shell, BIND shells which listen on previously closed ports allowing attackers to connect to the shell, REVERSE shells used when firewalls block all access to closed ports, this way, it initiates a connection outbount.
  • Format String Vulnerability: Incorrectly used format specifiers in C functions, allowing attackers to overwrite or insert data into memory locations to allow them to run arbitrary code.
  • Metasploit Framework: Provides useful informtaion performing penetration testing, IDS signature development and exploit research
Web Applications
  • Web-recon tools: Netcat, Stunnel, HTTPrint
  • Web-fuzzing tools: Spike Proxy, Webscarab, Crowbar, JBroFuzz
  • Web-interception tools: Achilles, Paros, Burp Proxy, SSLstrip
  • Web-session Management: CookieDigger

Web Servers vs Web Applications:

  • Web Server: A network service that serves up content residing on web server or behind it (eg Apache, IIS).
  • Web Application: Customized content, modules or functionality that is served up by web servers and requires a web server to run (eg Internet login portals, Search forms).

Weaknesses in webserver do not equate to weaknesses in web applications, web apps often require manual effort testing because they are customized as opposed to web servers which are tested using standardized tools. It is also important to look at web applications as they are constantly being targeted by attackers since network layer protection cannot be used to stop or detect application layer attacks.

Netcat: a web-server reconnisance tool which can be used to send crafted HTTP requests

OWASP Top 10

It is a list compiled by Open souece Web Application Security Project which outlines the 10 most common and major web application flaws.

  1. Unvalidated input
  2. Broken access controls
  3. Broken authenticaiton and session management
  4. Cross site scripting flaws
  5. Buffer overflows
  6. Injection flaws
  7. Improper error handling
  8. Insecure Storage
  9. Application DoS
  10. Insecure configuration management
Password Cracking
  • Windows Passwords: SAM Database

    SAM database is part of Windows which stores 2 cryptographic hashes of all user passwords for user accounts located on it: LAN Manager (case insensitive, LM hash with DES, maximum of 14 characters) or Windows NTLM (case sensitive, uses MD4)

  • Rainbow Tables: A database of all possible plaintext-ciphertext pairs, meaning that each hash does not need to be recalculated, since pre-computation is already done, ciphertext can be cracked in shorter time.

An example of a password-cracking program is OPHCrack.

Embedding

Embedding is the action undertaken by attackers to retain access in case of a future need. The access established is usually not using the same as the exploit used in gaining initial access

  1. Backdoors

    A means for accessing a computer system or application that its maintainers or users are usually not aware of, regular protocols used to evade detection inclue ICMP, P2P, HTTP. Commands are tunnelled inside the protocol payload field. An example is ID Software's backdoor on Quake2 allowing unlogged remote RCON access to any Quake2 server.

  2. Trojans

    A tool which grants administrator-level control to an attacker, most require end-user interaction in order to be planted. Examples include Assassin, LANfiltrator.

  3. Rootkits

    A program which buries itself into a host's OS and hides its presence by feeding false information to programs attempting to access selected processes. other parts of the OS or other programs.

    • Traditional Rootkits: Replace critical OS executables to let attacker have back-door access and hide on the systems, often requires attackers to already have root access, allows attackers to maintain root level access by implementing backdoor and hiding evidence of system compromise.
    • Kernel Rootkit: Kernel controls applications and system executables which make calls to it called syscalls, kernel rootkits modify these syscalls and can hide files, directories, processes, network connections without modifying any system binaries. They work by attempting to intercept syscalls, perform a modified action and deliver back the results to the application or system executable which called it.
Defence Against Embedding Tools
  • Checksums: Take a baseline checksum for later comparison since traditional rootkits replace system executables
  • System.map: Kernel rootkits modify table holding syscall addresses to replace kernel syscalls with their own code to point to the module's replacement function. This is called teh system.map and comparison of this map against actual addresses of all syscalls can reveal differences.
  • kern_check.c: Compares system.map against kernel syscall table.
  • CheckIDT
  • check-ps: Detect hidden processes
  • Kstat
  • samhain

Egress

Egress is defined as the act of an attacker removing evidence that may indicate his or her actions.

  1. File Hiding

    • Linux
      • Prefix with a . to hide files or directories
      • Can be shown using ls -a
    • Windows - File Attribites
      • Set attributes of files to hidden to avoid casual detection
      • In NTFS filesystems, specific permissions can be set to avoid files being deleted
    • Windows - Alternate Data Stream (ADS): used to stream hidden files behind visible files
    • Windows - Advanced & Persistent ADS
      • Can be performed by 2-stage process using \?\ and protected device names
      • Create or access persistent files using immutable protected device name strings: type 'path&filename'\CON:'filename'
  2. Log Modification/Removal

    • Linux
      • Uses syslog service to keep record of events that occur in OS, configuration file is found at /etc/syslog.conf
      • Most of logs are stored in /var/log
      • Current login: /var/run/utmp
      • Past logins: /var/log/wtmp
      • Previous methods of logging in log: /var/log/lastlog
    • Windows
      • Default log path is: %SystemRoot%\System32\Config
      • Event Viewer is program to view log entries
      • To delete logs, EventLog service has to be stopped, which violates Windows NT security mode, trigerring an automatic reboot in 60 seconds. Attacker will need to navigate to directory and remove or replace with altered copies within 60 seconds. This can be negated with a rootkit.
  3. Executable Removal

    Binaries that cannot be hidden would have to be removed securely, through tools such as Eraser

Reporting

Reporting of a penetration test or audit should be done in a face-to-face manner to ensure right perception of results, avoid sending large teams, ensure reports are delivered to client in person.


6. Wireless Insecurity

802.11 Basics

Security/encryption implementations for WLAN include:

  1. Open

    Anyone can connect, typically used in hotspots, can be used as jump-off points for attacks

  2. Wired Equivalent Privacy (WEP)

    Characteristics: Uses 40/64 or 104/128 bit keys as standard, was part of 802.11i standard

    WEP revolves around a stream cipher, the RC4 encryption algorithm, data is encrypted as it is fed into the cipher to produce stream of cipher text via XOR operation based on a random initialization vector and a pre-shared key. WEP also uses a CRC algorithm to test the integrity of a transmitted packet. A weakness of this implementation is the possibility of IV collisions.

  3. WiFi Protected Access - Pre-Shared Key (WPA-PSK)/WPA2-PSK

    Characteristics: Uses TKIP in place of WEP, uses an ASCII passphrase up to 64 characters long to derive key hierarchy used by TKIP, aka Simple Secure Network (SSN) for WPA-PSK and Robust Secure Network (RSN) for WPA2-PSK

    Problems: Can be broken, in under 5 minutes at 150mbps with steady flow of traffic if ARP-replay injected is used, also breakable if passphrase is dictionary-guessable or if first two frames of 4-way handshake are captured, problems demonstrate need for more robust forms of 802.11 frame encryption

  4. WPA/WPA2

    Characteristics: Similar to WPA/WPA2-PSK but uses 802.1x together with authentication server to generate key hierarchy in place of pre-shared key element, master key is now considered truely random, not known to be crackable using current generation of WPA-crackingtools.

  5. VPNoL

    Characteristics: Uses VPN architecture riding at layer 3 over WLAN, independent of frame layer payload encryption, effective even it 802.11 level security is breached by current or future attacks.

Attacks

  • Warchalking: Tool to search for free 802.11 services in the area
  • Wardriving: Active search for free WLAN access, considered a crime in many countries.

Typical WLAN Deficiencies

  • Not enabling frame level encryption (WPA/WPA2)
  • Using dictionary based WPA-PSK passphrases
  • Not turning off SSID broadcasts in beacon frames
  • Not using MAC or IP address filtering
  • Not segmenting the WLAN as a DMZ
  • Not turning off unneeded AP services (telnet, SNMP)
  • Leaving AP settings defaulted (logins, passwords)
  • SSID defaulted/revealing
  • Not minimizing RF emanations

7. Incident Response & Computer Forensics

Incident Response Framework

Reasons for Incident Response capabilities:

  • Ability to respond to incidents in a consistent, systematic manner
  • Minimize impact to businesses due to damage, theft or denial of service
  • Better prepare for handling future incidents and to provide feedback for enhancing current security practices
  • Proper handling of legal issues that might stem from an incident

NOTE: Refer to Threat-Liability Disruption Potential Matrix in coursebook for tool to identify risks of scanarios

Incident Policies dictate management's commitment to scope and definition of security incidents and spells out response structure, prioritization, performance measures as well as reporting of such incidents within organization.

IR teams are usually structured into the following models:

  • Team Model: Centralized incident response team for single campus deployments, distributed incident response team for multi-location deployments
  • Staffing Model: In-house, fully-outsourced or partially-outsourced teams dependent on different factors

Factors to consider for In-house or outsourced IR teams: Need for 24/7 availibility, cost of hiring, development, maintainence, time commitment

Incident Response Phases

Phase 1: Preparation

  • Policies & Procedures
    • Develop incident scenarios, DRP and BCP plans
    • Establish chain of command and hot-button list
    • Determine escalation thresholds and procedures
    • Determine PR and legal involvement
  • Communications & Facilities
    • Encryption software
    • Incident reporting mechanism
    • Secure storage facility
    • Pagers, mobile phones
    • War room
    • Offsite recovery centers
  • IR Kit (Hardware & Software)
  • Technical & Documentary Resources

Phase 2: Detection & Analysis

  • Likely precursor (sign that incident may occur in future) or indication (sign that incident may be occuring or has occured) sources
    • NIDS/HIDS
    • Antivirus softwaer
    • File integrity checks
    • Third party monitoring services
    • Logs from OS, service or applications
    • Network device logs
    • Honeypot logs
    • Information on new vulnerabilities, exploits or incidents at other sites
    • People from within or outside of organization
  • Effective Analysis
    • Profile network & systems before incidents occur
    • Understand normal behaviors
    • Use centralized logging and log retention policies together with NTP to keep system times synchronized
    • Perform event correlation between different defences
    • Share knowledge through knowledge portals
    • Research
    • Run packet sniffers to collect additional information
    • Create diagnosis matrix for less experienced staff
  • Incident Documentation
    • Record all facts
    • Documents and recordings need to be timestamped, dated and signed
    • 2-man teams, one documents, other performs technical tasks
    • Maintain status of incident
  • Incident Prioritization
    • Business impact of incident
    • Criticality of resource involved in incident
  • Incident Notification
    • Execute & follow notification and escalation prodecures
    • Periodic updates
    • If incident affects external parties, ensure PR and legal departments are updated

Phase 3: Containment, Eradication & Recovery

  • Containment: Execute damage control actions
  • Eradication: Eliminate undesirables from target
  • Recovery: Rebuild from scratch, retrieve from backup, reset accounts, tighten netwotk perimeter

Phase 4: Post-Incident Activity

  • Share experiences
  • Deficiencies in current environment
  • What should be done differently in the future
  • What preventative or corrective actions required to deter future incidents
  • Request for additional budget or resources

Computer Forensics

Computer forensics refers to the processes by which computer or digital evidence is identified, preserved, analyzed, interpreted and presented

The roles of a computer forensics investigator include:

  • Protect seized evidence, verified replication
  • Recover deleted files
  • Discover files contained in seized materials
  • Discover swap, temp, file slack metadata and artifacts
  • Explore all unallocated space
  • Conduct searches for key terms, special data
  • Note any observed versus expected files, folders, binaries, www data, emails and file conditions
  • Prepare written report
  • Provide expert consultation and testimony

Chain of Custody: Refers to the handling of evidence in a manner by which the evidence is always known and can be proven to be at a given place, in given hands at a given time. A complete chain of custody record needs to be kept for each piece of evidence obtained, from time evidence is collection to time case is tried in court.

Non-Volatile Data Acquisition

Non-volatile data is data which will not be lost when power is lost, frequently refers to data stored in locations such as hard-disk drives, PDAs, removable storage devices. Actions to be taken to retrieve data from non-volatile sources include: physical bit-by-bit copy, use of write-blockers to prevent changes, sanitization of target storage device for evidence.

  • Physical vs Logical Copy: Physical copies are bit-by-bit copies of an entire medium while logical copies are a copy of files within a filesystem. Physical copies contain more data than logical copies which include deleted files, unallocated space, file slack. Physical copies are preferred over logical copies as only physical copies may be accepted in court.
  • File Slack & Unallocated Spcae: Files that are deleted or erased in MS-DOS or Windows based OS are not actually erased and may still be present in unallocated spaces and file slacks.
  • Hashing: Proves that forensics duplicate is a one-to-one exact match and integrity of duplication
  • dd can be used to perform duplication of storage devices, dcfldd can be used to generate hashes of acquired data
Volatile Data Acquisition

Volatile data is data which will be lost when power is lost, frequently referring to data stored in RAM, swapfiles or cache, usually involved when traditional methods cannot be applied. Examples of such data include date-time stamps, current network connections, open networks ports, running services and processes.

  • Windows Forensic Toolchest: Provides automated incident response on Windows system.
  • Forensic Server Project: Client application created to collect volatile Windows information, server controlled by investigator and placed on network.
Disk & File Analysis Tools
  • File types can be determined by looking at file headers using hexadecimal viewers or editors against lists of filetypes and their respective headers
  • Sleuth Kit & Autopsy: Collection of unix-based CLI files and volume-system forensic analysis tools
  • Filedisk: Allows for mounting of dd-created images
  • Disk Investigator: Helps to uncover hidden file in storage

Information Gathering

  1. Web Browsing Information

    • Internet Explorer stores browsing traces which do not get deleted by clearing internet caches in data files, tools such as Pasco can be used to recover entries.
    • Cookies can also give an idea to what sites the user has visited, using tools such as Galleta to crawl through cookies to determine creation time to identify when the user visited the site.
  2. Email Header Analysis

    Email headers often provide useful information regarding sender, from where and at what time they sent the information. Spammers will attempt to hide or obfuscate headers by placing false headers or using UTF-8 to encode subject or body text to overcome spam-filtering rules. When dealing with spam mail, often the only reliable MX header is the last one which directly exchanges with your own mail relay.

  3. Malicious Code & Infection Analysis: Locate & Identify

    You may encounter malware that are 0-day which antivirus software cannot contain as their virus definition do not contain the malware signature. In such cases, the malware have to be manually removed.

    Step 1: Identify strange connections with netstat -an and take note of suspicious files or directories.

    Step 2: Check superfetch or prefetch data files in %SYSTEMROOT%\Prefetch to get an idea of what applications are being executed.

    Step 3: Check for places where files are hidden in %SYSTEMROOT% or %SYSTEMDIRECTORY using dir /o:d /t:c to check file creation time, dir /o:d /t:a to check when files were last accessed and dir /o:d /t:w to check when files were last written to.

    Step 4: Check for places where malware start from, two most common locations in registry are HKLM\Software\Microsoft\Windows\CurrentVersion\Run and HKLM\Software\Microsoft\Windows\CurrentVersion\Runonce, a more comprehensive list can be found here.

    Step 5: Use signature checking to verify authenticity of code, compare hashes to ensure that publisher's software executable is not comprimised or infected with malware.

    Step 6: Use hex editor or strings command to see what text, boasts or ego-trips attackers have hidden in their executables.

    Step 7: Check online for similar observations to find possible countermeasures.

    Step 8: Check what resources (files, network connections) are being accessed by any processes through autoruns, process monitor, process explorer, what registry entries are being accessed.

    Step 9: Understand how malware work by decompiling binaries using tools such as OllyDbg, IDA Pro, WinDbg or Decompiler after damage has been contained.


8. The Impact of Law

The Need To Know

  • Individual: Know that your actions are not violating a law
  • Corporate: Understand liability of companies
  • Permissable Actions: Retaliative actions are not exempt from law, follow proper legal procedures to prosecute attackers
  • Harmonization: Keep in touch with evolution of cybercrime law throughout the world

State of Cybercrime Law

Full list of individual country's reports here

Issues With Enforcement

Key issues when it comes to prosecuting cyber-criminals include:

  • Insufficient Evidence: Lack of or insufficient logging
  • Corrupt or Non-probative Evidence: Data destroyed through improper methods or gathering and collection, improper handling or chain-of-custody
  • Best Evidence Rule: Original piece of evidence is superior to a copy
  • Circumstancial or Indirect Evidence: Evidence that implies something but does not directly prove it
  • Jurisdictional Boundaries: Location of attacker, victim and crime committed
  • Extradiction Treaties
  • Prosecution Cost vs Asset Value

Points of consideration for security practitioners

  • Collection Method: Gather and collect evidence in non-destructive manner
  • Tag & Bag: Ensure everything collected is accounted for, sealed and labelled
  • Involve legal entities once incident is determined to have impact on business' main activity

When to Enforce

Refer to Computer Misuse and Cybersecurity Act of Singaprore (Cap 50A) for relevant legislature within Singapore


Useful Commands

Snort (NIDS)
  • Start Snort: snort -c /etc/snort/snort.conf &
  • View Snort alerts: tail -f /var/log/snort/alert
Tripwire (HIDS)
  • Take snapshot: tripwire --init
  • Check system: tripwire --check
  • View report: twprint -m r --twrfile /var/lib/tripwire/report/<filename>-<timestamp>.twr
GPG
  • Generate keypair: gpg --gen-key
  • Import public keys: gpg --import <filename>
  • View imported keys: gpg --fingerprint
  • Verify signature of file: gpg --verify <signature> <filename>
Dig
  • Find IP address of server: dig securitystartshere.org
  • Find MX records: dig securitystartshere.org mx
  • Find NS records: dig securitystartshere.org ns
  • Find SOA records: dig securitystartshere.org soa
  • Query DNS server: dig @ns4191.dns.dyn.com securitystartshere.org
  • Zone transfer: dig @ns4191.dns.dyn.com securitystartshere axfr
Nmap
  • Ping Sweep: nmap -sP -n 10.50.1.0/24
  • SYN Stealth Scan: nmap -sS <IP Address>
  • Recommended SYN Scan Flags: nmap -sS -n -Pn -vv -p<target port range> -g<source port range> <target IP address> --max-retries=<value> --min-parallelism=<value> --max-rtt-timeout=<value> ms
  • ACK Scan: nmap -sA <IP Address>
  • Version Detection: nmap -sV -Pn -n -p<port numbers> -vv <IP Address>
Nmap Results
  • Open: Port is open and accepting requests
  • Closed: Port is accessible but no services are listening on it (RST packet received)
  • Filtered: Port cannot be determined open as packets are not reaching host. This usually denotes a firewall on the port which drops packets.
ADS
  • Hide files: type c:\6\nc.exe > c:\6\hobbit.txt:hidenc.exe
  • Stream text files: notepad c:\<full path>\<desired filename>:hidden.txt
  • Run streamed files (Windows XP & earlier): start c:\<full path>\<desired filename>:hidenc.exe
  • Run streamed files (Windows Vista & later): wmic process call create c:\<full path>\<desired filename>:hidenc.exe
Forensics
  • Mount images: filedisk /mount 0 c:\9b\usb.dd /ro G:
  • Extract file from images: foremost -T -i usb.dd

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Notes for ThinkSECURE's Organisational Systems Security Analyst (OSSA) Certification

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