2 DISCUSSIONS 1 CASE STUDY 1 WEEKLY SUMMARY

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Cyberwarfare: Information

Operations in a Connected World

Lesson 5

Defense-in-Depth Strategies and

Cryptography

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Learning Objective(s)

▪ Describe the concept of defense-in-depth

and various defense-in-depth strategies.

▪ Explain how cryptography is used in

cyberwar.

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Key Concepts

▪ Defense-in-depth concepts and strategies

▪ The design elements of a modern defense-in-

depth strategy

▪ How cryptography and cryptanalysis are used in

cyberwar

▪ How to defeat attacks on cryptographic systems

▪ How encryption is used for data and

communications security

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DISCOVER: CONCEPTS

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Defense in Depth Overview

▪ 11th century

• Motte and bailey fortifications used by the

Norman invaders in England

• Layered ditches, mounds of earth, and wooden

palisades around a central multistory, defensible

house

▪ 13th century

• Concentric castles with layers of stone walls,

strong towers, and heavily fortified gatehouses

with drawbridges, strong doors, strong internal

gates

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Concentric Castles

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Star Forts

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US-CERT’s Defense-in-Depth

Strategy

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C-I-A Triad

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Defense-in-Depth Strategies

▪ The National Security Agency’s people,

technology, and operations defense strategy

▪ The NSA’s Information Assurance Directorate

▪ SANS Top 20 Critical Security Controls

▪ NSA IAD recommendations

▪ The Department of Defense and defensive

design

▪ Computer network defense and defense in

depth

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NSA’s People, Technology, and

Operations Defense Strategy ▪ People, technology, and operational security

must be provided to ensure end-to-end defense

▪ Availability, confidentiality, integrity,

authentication, and nonrepudiation services are

key parts of ability to protect against, detect,

react to, and recover from attacks

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NSA’s Information Assurance and

Defense-in-Depth Conceptual Model

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Comparing SANS Top 20 Critical Security

Controls and NSA IAD Recommendations

IAD Recommendation SANS TOP 20 Critical Security Control(s)

Application whitelisting 2. Inventory of authorized and

unauthorized software

Administrative privilege

control

12. Controlled use of administrative

privileges

16. Account monitoring and control

Limit workstation-to-

workstation

communication

13. Boundary defense

11. Limitation and control of network

ports, protocols, and services

Use AV file reputation

services

5. Malware defenses

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Comparing SANS Top 20 Critical Security

Controls and NSA IAD Recommendations

IAD Recommendation SANS TOP 20 Critical Security Control(s)

Implement

antiexploitation features

6. Application software security

Implement HIPS Not specifically mentioned

Set secure baseline

configurations

3. Secure configurations for hardware

and software on mobile devices,

laptops, workstations, and servers

Use DNS reputation

services

13. Boundary defense

11. Limitation and control of network

ports, protocols, and services

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Comparing SANS Top 20 Critical Security

Controls and NSA IAD Recommendations

IAD Recommendation SANS TOP 20 Critical Security Control(s)

Take advantage of

software

improvements (patches,

bug fixes)

3. Secure configurations for hardware

and software on mobile devices,

laptops, workstations, and servers

6. Application software security

10. Secure configurations for network

devices such as firewalls, routers,

and switches

Segregate networks

and functions

19. Secure network engineering

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DoD and Defensive Design

▪ DoD Instruction 8500.01E is most recent DoD

instruction

▪ Addresses cybersecurity

▪ Does not mention defense in depth per se

▪ Provides significant amount of information

about how the DoD expects cybersecurity to be

implemented

▪ Includes many of same elements as NSA’s

People, Technology, and Operations strategy,

IAD’s recommendations, and SANS Top 20

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Computer Network Defense and Defense

in Depth

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DISCOVER: OBJECTIVES

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Where and Why Defense in Depth

Fails ▪ Neglecting layers: Getting past the shell

▪ System administrators: Trusted attackers

▪ Attacking the user: Human factors

▪ Changes in technology

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RSA Attack

Exploit via malware in e-mail installs a remote

back door for attackers to use.

Remote access allows attackers to

attack other internal systems,

gaining more access.

Attackers move through RSA’s network and

systems, gaining access to

protected data and accounts.

Data is sent out to remote systems

that the attackers use for data collection.

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Trusted NSA Network

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Targeted Malware

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Designing a Modern CND Strategy

Dynamic defense

CND and defense-in-

depth design

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Sample CND Design Network

Edge Security

Network Security

Host Security

Application and Software Security

Data Security and Encryption

Physical Security

Policies, Procedures, Training, and Awareness

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Secure Networks

▪ Network enclaves

▪ Defensive technologies

▪ Monitoring

▪ Cryptography

▪ Defense against malware

▪ Endpoint security design

▪ Physical security

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Network Enclave Admission Process

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DISCOVER: CONTEXT

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An Introduction to Cryptography

▪ Cryptography

• The study and practice of techniques for secure

communication that is protected from

adversaries

▪ Encryption

• A process that encodes information in a way

that prevents unauthorized parties from reading

the data

▪ Decryption

• A process that removes the encoding, allowing

authorized parties to read the original text

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Cryptographic Concepts

Confidentiality Data integrity

Authentication Nonrepudiation

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Ciphers and Encryption

▪ Code: A cryptographic system that substitutes

values or words for other words

▪ Plaintext: The original data prior to encryption

▪ Ciphers: Encryption algorithms applied to

plaintext

▪ Ciphertext: The output of a cryptographic

algorithm

▪ Key: The secret variable in an encryption

algorithm

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Ciphers and Encryption (Cont.)

▪ Cryptosystem: The hardware and software

implementation of a cipher

▪ Checksums: Mathematical values calculated to

check for common errors in data

▪ Message digests or hashes: Cryptographic

functions that protect the integrity of a message

by allowing you to check that the message has

not changed

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Symmetric Ciphers

▪ Rely on a shared key

▪ Sender and recipient use same key for

encryption and decryption

▪ Symmetric encryption can’t provide

authentication or nonrepudiation

• Cannot identify who the sender is based on the

encryption method

▪ Can be very hard to break when sender and

recipient use a strong key that’s handled

responsibly

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Symmetric Ciphers (Cont.)

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Symmetric Cipher Scaling

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Asymmetric Ciphers

▪ Rely on key pairs with a public and a private

key used in the encryption algorithm

▪ Each key is typically a very large prime number

▪ Encryption algorithm’s strength relies on the

fact that determining which very large prime

numbers were used in the algorithm is very

difficult

▪ Public key encryption can provide

confidentiality, message integrity,

authentication, and nonrepudiation

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Asymmetric Cipher Scaling

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Asymmetric Encryption Public Key

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Asymmetric Encryption Private Key

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Modern Cryptosystems

▪ DES, one of the earliest broadly adopted

electronic encryption systems

▪ 3DES, its later upgrade

▪ AES

▪ RSA

▪ A number of other competitors that are

available for programmers and system

builders

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Hashing and Message Digests

▪ Hashes take a message and generate a unique

output value based on the message.

▪ The output of a hash is often known as a

message digest.

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Hashing Basic Requirements

1. They must accept inputs of any length.

2. Their output must be a fixed length.

3. They should be easy to compute for any input

data.

4. They should not be reversible. Thus, you

should not be able to calculate an original

message from a hash.

5. They should not have collisions, meaning that

they should not generate the same hash for

different inputs.

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Cryptography in Cyberwar

▪ Computer network defense and cryptographic

systems

• Drive encryption

• File encryption

• Digital certificates

• Public key infrastructure (PKI)

• Transport Layer Security (TLS)

• Virtual private networks (VPNs)

• Hashing

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Cryptography in Cyberwar

(Cont.)

▪ Computer network attack and cryptographic

systems

• Drive encryption

• File encryption

• Digital certificates

• Public key infrastructure (PKI)

• Transport Layer Security (TLS)

• Virtual private networks (VPNs)

• Hashing

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DISCOVER: TECHNOLOGY

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Attacking Cryptography

▪ Cryptanalysis: Attacks against

cryptographic systems

▪ Techniques include:

• Analyzing encrypted data to attempt to find

patterns

• Finding vulnerabilities in the underlying

cryptographic systems

• Trying every possible combination in a

cryptosystem to decrypt the message

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Attacking Cryptography (Cont.)

▪ Attack type chosen often based on how

much information is available to attacker

▪ Information is normally classified as:

• Ciphertext only

• Known plaintext

• Chosen plaintext

• Adaptive chosen plaintext

• Related key attacks

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Attacking Cryptography (Cont.)

▪ Brute force

▪ Acquiring the keys

▪ Attacking the algorithm

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Defeating Attacks on

Cryptographic Systems

▪ Defenses

▪ Defense in depth using cryptographic

systems

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Encryption Uses for a Typical Modern

Laptop

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DISCOVER: UNDERSTANDING

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Weaponizing Cryptography

▪ Defensive cryptography: malware

encryption

▪ Offensive cryptography

• Example: Zeus

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Zeus.

Gameover

Infection

Process

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The Future of Cryptography in

Cyberwar

Attack Defenses

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Summary

▪ Defense-in-depth concepts and strategies

▪ The design elements of a modern defense-in-

depth strategy

▪ How cryptography and cryptanalysis are used in

cyberwar

▪ How to defeat attacks on cryptographic systems

▪ How encryption is used for data and

communications security