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FAIL NOW
SO I DON’T FAIL LATER
Who am I
DERAL HEILAND CISSP
RESEARCH LEAD RAPID7 GLOBAL SERVICES
25+ YEARS OF EXPERIENCE IN THE INFORMATION TECHNOLOGY, 15 OF THAT IN
SECURITY AND LAST 8 YEAR AS A PENETRATION TESTER AND CONSULTING FOR
CORPORATIONS AND GOVERNMENT AGENCIES
DERAL_HEILAND@RAPID7.COM
@PERCENT_X
Agenda
4
Not here to tell you what to do, but here to give
you some food for thought.
Share some good stories and have an open
discussion.
Please engage with me during this discussion
Data Breaches
2015 BREACHES
–  Ashley Madison, undetected unknown
–  Office of Personnel Management - undetected – 11.5 Months
–  Anthem undetected – 9 months
–  Premera – undetected - 8.75 Months
–  IRS – undetected unknown
Data Breaches
6
•  WHAT CAN WE OBSERVE FROM THESE BREACHES?
1.  Data breaches are taking a long time to detect
2.  Malicious actors are after PII data
Data Breaches
•  WHY IS IT TAKING SO LONG TO DETECT BREACHES?
•  HOW DO WE CHANGE THE TREND?
8
LAYERED SECURITY
Prevention
Prevention
A GOOD SOLUTION REQUIRES ?
–  Understanding your environment
–  Understanding where your risk lie
–  Implementing some best practices
Never ever going to be 100% successful
Prevention
Detection
Detection
A GOOD SOLUTION REQUIRES ?
–  Effort
–  Understanding
–  Match your business model
Prevention
Detection
Response
Response
A GOOD SOLUTION REQUIRES ?
–  A plan
–  Employees involvement
–  Incident response team
SOMETHING IS JUST NOT WORKING
16
TRAINING FOR SUCCESS
Prevention
Detection
Response
Testing/Training
Training and education
18
•  TRAIN YOUR STAFF
•  Hacker conferences
•  Formal security training
•  ALLOW YOUR STAFF TO USE THEIR TRAINING
•  FORCE YOUR STAFF TO USE THEIR TRAINING
•  CROSS TRAIN
Self Assessment
Wireless testing Social Engineering
Vulnerability
scanning
Penetration Testing Code Review
Configuration
Review
Hacker Brain Storming
20
•  INTERNAL EXERCISES
•  ALLOW YOUR EMPLOYEES TO THINK EVIL (ENCOURAGE IT)
•  COME UP WITH IDEAS AND TEST THEM OUT
•  SHARE INFORMATION
21
PARTNERSHIP FOR SUCCESS
Partnership
22
•  CONSULTING SERVICES
•  Build a plan
•  Use it as a training opportunity
•  Red/Blue team exercises
•  INDIVIDUAL CONSULTANT
•  Build a relationship
•  Brain storm on how an assessment should transpire
•  Ask question ( learn from this resource)
Questions
DERAL HEILAND CISSP
RESEARCH LEAD – RAPID7 GLOBAL SERVICES
DERAL_HEILAND@RAPID7.COM
@PERCENT_X

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