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The Divine and Felonious Nature
of
Cyber Security
( Introduction to DevSecOps )
John Willis
@botchagalupe
https://github.com/botchagalupe/my-presentations
The Felonious Nature

of 

Cyber Security
Actual Exploitation 2015 VZ DBIR
Sonatype
DevSecOps Community Survey 2018 - Sonatype
• Discovered 3/6/2017

• Announced 3/9/2017

• CVE created 3/10/2017

• Equifax discovers 7/2017

• Equifax announced 9/2017

Anatomy of CVE-2017-5638
@botchagalupe
• Discovered - 3/9/2017

• Action - 3/10/2017

• Remediation - 3/14/2017

Anatomy of CVE-2017-5638
@botchagalupe
Anatomy of CVE-2017-5638
• As of fall 2017 (3,054) organizations downloaded the exact
version of Struts2 that was publicly disclosed as vulnerable on
3/10/17 and subsequently exploited at Equifax between
5/17-9/17.

• As of fall 2017 (46,557) organizations downloaded a version of
Struts and/or its sub projects with known vulnerabilities despite
perfectly safe versions being available.
Data derived from Sonatype’s 2017 Software Supply Chain Report
@botchagalupe
Anatomy of CVE-2017-8046
(Fool Me Once)
• Published 9/21/17

• CVE created 01/04/2018

• Discovered 2/18/17

• Corrected 3/6/18

@botchagalupe
• For the 5 months prior to the September 2017 disclosure,
developers downloaded the affected Spring components
411,046 times while they were believed to be good.

• In the 5 months after the September 2017 disclosure, developers
downloaded the affected Spring components which were then
known to be vulnerable 367,351 times. Only an 11% dip.
Data derived from Sonatype’s 2017 Software Supply Chain Report
Anatomy of CVE-2015-8046
(Fool Me Once)
@botchagalupe
Security and the Goldilocks Zone
• The fallacious nature of cyber security
relates to the standard legacy security
model specifically on the idea of
perimeter security. 

• This concept involves the
implementation of a state-full firewall
at a routed point within the network that
very rarely gets looked at unless an
operational change is required. 

• The problem with having only premier
security is that applications have
changed significantly in the last ten
years and the infrastructure they run
upon is playing by the same old rules.

Very Quick

Talk About Devops
@botchagalupe
Devops Automated Deployment Pipeline
Source: Wikipedia - Continuous Delivery
@botchagalupe
Devops Results
Google
• Over 15,000 engineers in over 40 offices
• 4,000+ projects under active development
• 5500+ code submissions per day (20+ p/m)
• Over 75M test cases run daily
• 50% of code changes monthly
• Single source tree
• Over 75M test cases run daily
@botchagalupe
Devops Results
Google
• Over 15,000 engineers in over 40 offices
• 4,000+ projects under active development
• 5500+ code submissions per day (20+ p/m)
• Over 75M test cases run daily
• 50% of code changes monthly
• Single source tree
2016
150 Million automated
tests run daily…
@botchagalupe
19
Summary
• Agile took us from months to days to
deliver software
• Devops took from months to days to
deploy software
• Now security is the bottleneck
@botchagalupe
Adversaries
Knowing Adversities and Motivations
Knowing Adversities and Motivations
DevSecOps
You Build It, You Secure It
@botchagalupe
DevSecOps as Supply Chain?
26
Source: Wikipedia - Continuous Delivery
@botchagalupe
Software Supply Chain
27
Delivery
Team
Version
Control
Build Test Release
DevOps Example
Stage
Prod
@botchagalupe
Software Supply Chain
28
Delivery
Team
Version
Control
Build Test Release
DevOps Example
Stage
Prod
@botchagalupe
Security in the Software Supply Chain
29
Delivery
Team
Version
Control
Build Test Release
DevOps Example
Delivery
Team
Version
Control
Build Test Release
DevSecOps Example
Stage
Prod
@botchagalupe
Security in the Software Supply Chain
30
Delivery
Team
Version
Control
Build Test Release
DevOps Example
Delivery
Team
Version
Control
Build Test Release
DevSecOps Example
Stage
Prod
@botchagalupe
Implementing DevOps in a Regulated Environment
Requirements
& Design
Development CI
Interval
Trigger
Assessment
Production
Application Risk
Classification
Security Requirement
Definition
Secure Libraries
Static Analysis/IDE
SCM
Open Source
Governance(CI)
Secure Coding
Standards
Perimeter
Assessment
Dynamic
Assessments
Threat-Based Pen
Test
Web Application
Firewalls
Automated Attack/
Bot Defense
Container Security
Management
Security Mavens (Security-Trained Developers and Operations)
Role Based Software Security Training
Continuous Monitoring, Analytics and KPI Gathering
Preventative Detective
Container Security
Compliance (CI)
Threat modeling
Static Analysis (CI)
@botchagalupe
33
Delivery
Team
Version
Control
Build Test Release
DevSecOps Supply Chain
Stage
Prod
The New Goldilocks Zone
(DevSecOps)
Security Training
Security Requirements
Threat Modeling
Architecture Review
OWASP Top 10
IDE Plugins
Code Examples
Fail the Build
Static Code Analysis
Security Policy Testing
Configuration Analysis
Vulnerability Scanning
Code and App Analysis
Automated Pen Testing
Static Code Analysis
Security Policy Testing
Configuration Analysis
Security Monitoring

Configuration Monitoring
Best Practices for DevSecOps
• Train development teams to develop secure code
• Track security issues the same as software issues
• If infrastructure is now code, then security should
be code.
• Integrate security controls in the software pipeline
• Automate security test in the build process
• Detect known vulnerabilities during the pipeline
• Monitor security in production for known states
• Inject failure to ensure security is hardened
Gene Kim, Jez Humble, Patrick Dubois, and John Willis. 

The DevOps Handbook; It Revolution Press, LLC.;2016.@botchagalupe
The Divine
@botchagalupe
The Felonious Nature of Cyber Security
@botchagalupe
38
Bonus Material
Kill Chain Example
39
Amazon AWS
Amazon VPC
DevSecOps Kaizen - Full Life Cycle
1.Key Outcomes

2.Countermeasures

3.Storyboard

4.Kanban Board

5.Post Retrospective
1
2
3
4
5
41
More Security Meta Points
• Have security create templates, recipes, playbook
• Create a Wiki for Security
• All Issues managed in a common issue system
• Create a Github Repo for OWASP code examples
• Create interactive visual environments for security
• Visualize all the things….
• A bug is a bug is a bug….
@botchagalupe
42
DevSecOps and Cloud Configuration
• IAM and resource policies (S3 Bucket, SQS, etc.)
• Permissive policies (e.g. wildcards)
• Security Group ingress and egress rules
• Liberal rules (e.g. 0.0.0.0/0, port range 1-65535 is open)
• Encryption
• Encryption that is not enabled or enforced for applicable resources
• Automatic Key Rotation
• KMS keys that don't have rotation enabled,
• Invalid SSL configurations
• ELBs with invalid SSL configurations
43
DevSecOps and Containers
• Base Image Policies
• Signed images
• Capabilities policies
• Vulnerability Image Scans
• Port Restrictions
• Secrets Management
@botchagalupe
44
DevSecOps and Serverless
• OWASP top 10 are still relevant
• Proper Permissions
• Data, Keys and Secrets
• Still can have vulnerable code dependancies
@botchagalupe

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Divine and felonios cyber security devopsdays austin 2018

  • 1. The Divine and Felonious Nature of Cyber Security ( Introduction to DevSecOps ) John Willis @botchagalupe
  • 3.
  • 4. The Felonious Nature of Cyber Security
  • 7. DevSecOps Community Survey 2018 - Sonatype
  • 8. • Discovered 3/6/2017
 • Announced 3/9/2017
 • CVE created 3/10/2017
 • Equifax discovers 7/2017
 • Equifax announced 9/2017
 Anatomy of CVE-2017-5638 @botchagalupe
  • 9. • Discovered - 3/9/2017
 • Action - 3/10/2017
 • Remediation - 3/14/2017
 Anatomy of CVE-2017-5638 @botchagalupe
  • 10. Anatomy of CVE-2017-5638 • As of fall 2017 (3,054) organizations downloaded the exact version of Struts2 that was publicly disclosed as vulnerable on 3/10/17 and subsequently exploited at Equifax between 5/17-9/17.
 • As of fall 2017 (46,557) organizations downloaded a version of Struts and/or its sub projects with known vulnerabilities despite perfectly safe versions being available. Data derived from Sonatype’s 2017 Software Supply Chain Report @botchagalupe
  • 11. Anatomy of CVE-2017-8046 (Fool Me Once) • Published 9/21/17
 • CVE created 01/04/2018
 • Discovered 2/18/17
 • Corrected 3/6/18
 @botchagalupe
  • 12. • For the 5 months prior to the September 2017 disclosure, developers downloaded the affected Spring components 411,046 times while they were believed to be good. • In the 5 months after the September 2017 disclosure, developers downloaded the affected Spring components which were then known to be vulnerable 367,351 times. Only an 11% dip. Data derived from Sonatype’s 2017 Software Supply Chain Report Anatomy of CVE-2015-8046 (Fool Me Once) @botchagalupe
  • 13. Security and the Goldilocks Zone • The fallacious nature of cyber security relates to the standard legacy security model specifically on the idea of perimeter security. • This concept involves the implementation of a state-full firewall at a routed point within the network that very rarely gets looked at unless an operational change is required. • The problem with having only premier security is that applications have changed significantly in the last ten years and the infrastructure they run upon is playing by the same old rules.

  • 16. Devops Automated Deployment Pipeline Source: Wikipedia - Continuous Delivery @botchagalupe
  • 17. Devops Results Google • Over 15,000 engineers in over 40 offices • 4,000+ projects under active development • 5500+ code submissions per day (20+ p/m) • Over 75M test cases run daily • 50% of code changes monthly • Single source tree • Over 75M test cases run daily @botchagalupe
  • 18. Devops Results Google • Over 15,000 engineers in over 40 offices • 4,000+ projects under active development • 5500+ code submissions per day (20+ p/m) • Over 75M test cases run daily • 50% of code changes monthly • Single source tree 2016 150 Million automated tests run daily… @botchagalupe
  • 19. 19 Summary • Agile took us from months to days to deliver software • Devops took from months to days to deploy software • Now security is the bottleneck @botchagalupe
  • 21. Knowing Adversities and Motivations
  • 22. Knowing Adversities and Motivations
  • 23.
  • 25. You Build It, You Secure It @botchagalupe
  • 26. DevSecOps as Supply Chain? 26 Source: Wikipedia - Continuous Delivery @botchagalupe
  • 27. Software Supply Chain 27 Delivery Team Version Control Build Test Release DevOps Example Stage Prod @botchagalupe
  • 28. Software Supply Chain 28 Delivery Team Version Control Build Test Release DevOps Example Stage Prod @botchagalupe
  • 29. Security in the Software Supply Chain 29 Delivery Team Version Control Build Test Release DevOps Example Delivery Team Version Control Build Test Release DevSecOps Example Stage Prod @botchagalupe
  • 30. Security in the Software Supply Chain 30 Delivery Team Version Control Build Test Release DevOps Example Delivery Team Version Control Build Test Release DevSecOps Example Stage Prod @botchagalupe
  • 31. Implementing DevOps in a Regulated Environment Requirements & Design Development CI Interval Trigger Assessment Production Application Risk Classification Security Requirement Definition Secure Libraries Static Analysis/IDE SCM Open Source Governance(CI) Secure Coding Standards Perimeter Assessment Dynamic Assessments Threat-Based Pen Test Web Application Firewalls Automated Attack/ Bot Defense Container Security Management Security Mavens (Security-Trained Developers and Operations) Role Based Software Security Training Continuous Monitoring, Analytics and KPI Gathering Preventative Detective Container Security Compliance (CI) Threat modeling Static Analysis (CI) @botchagalupe
  • 32.
  • 33. 33 Delivery Team Version Control Build Test Release DevSecOps Supply Chain Stage Prod The New Goldilocks Zone (DevSecOps) Security Training Security Requirements Threat Modeling Architecture Review OWASP Top 10 IDE Plugins Code Examples Fail the Build Static Code Analysis Security Policy Testing Configuration Analysis Vulnerability Scanning Code and App Analysis Automated Pen Testing Static Code Analysis Security Policy Testing Configuration Analysis Security Monitoring
 Configuration Monitoring
  • 34. Best Practices for DevSecOps • Train development teams to develop secure code • Track security issues the same as software issues • If infrastructure is now code, then security should be code. • Integrate security controls in the software pipeline • Automate security test in the build process • Detect known vulnerabilities during the pipeline • Monitor security in production for known states • Inject failure to ensure security is hardened Gene Kim, Jez Humble, Patrick Dubois, and John Willis. 
 The DevOps Handbook; It Revolution Press, LLC.;2016.@botchagalupe
  • 37. The Felonious Nature of Cyber Security @botchagalupe
  • 40. DevSecOps Kaizen - Full Life Cycle 1.Key Outcomes 2.Countermeasures 3.Storyboard 4.Kanban Board 5.Post Retrospective 1 2 3 4 5
  • 41. 41 More Security Meta Points • Have security create templates, recipes, playbook • Create a Wiki for Security • All Issues managed in a common issue system • Create a Github Repo for OWASP code examples • Create interactive visual environments for security • Visualize all the things…. • A bug is a bug is a bug…. @botchagalupe
  • 42. 42 DevSecOps and Cloud Configuration • IAM and resource policies (S3 Bucket, SQS, etc.) • Permissive policies (e.g. wildcards) • Security Group ingress and egress rules • Liberal rules (e.g. 0.0.0.0/0, port range 1-65535 is open) • Encryption • Encryption that is not enabled or enforced for applicable resources • Automatic Key Rotation • KMS keys that don't have rotation enabled, • Invalid SSL configurations • ELBs with invalid SSL configurations
  • 43. 43 DevSecOps and Containers • Base Image Policies • Signed images • Capabilities policies • Vulnerability Image Scans • Port Restrictions • Secrets Management @botchagalupe
  • 44. 44 DevSecOps and Serverless • OWASP top 10 are still relevant • Proper Permissions • Data, Keys and Secrets • Still can have vulnerable code dependancies @botchagalupe