10 Critical Habits of Effective Security Managers

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How to Secure Things & Influence People 10 Critical Habits of Effective Security Managers

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How to Secure Things & Influence People: 10 Critical Habits of Effective Security Managers Have you ever felt that the security problems you're faced with would be so simple to solve if only your colleagues had your perspective on them? Are you frustrated that security does not have a more prominent seat at the table? Often times identifying security problems and developing the appropriate controls is the easiest part of the security job. Getting our peers and superiors to buy-in to those solutions and understand the risk decisions they're making is an under-appreciated but arguably much more important part of our jobs in security. Chris and Jack will share techniques that help to turn your employees into an army of human security sensors, to get security done regardless of where it sits on the org chart, and to earn major security victories even with a meager budget and a small team. Along the way you’ll learn about the “10 Critical Habits” which we have observed effective security leaders using to achieve their goals.

Transcript of 10 Critical Habits of Effective Security Managers

Page 1: 10 Critical Habits of Effective Security Managers

How to Secure Things & Influence People

10 Critical Habits of Effective Security Managers

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Introduction

Why are we here?

What are our goals?

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Chris Clymer

Architect of information security program for Swagelok

Formerly outsourced CISO for a variety of organizations while managing the Advisory Services practice at SecureState

Former board member for NEOISF & co-host of the Security Justice podcast

I collaborate with my peers to identify and effectively manage risks which my company is confronted with

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Jack Nichelson

Director of Infrastructure & Security for Chart Industries.

Executive MBA from Baldwin-Wallace University

Recognized as one of the “People Who Made a Difference in Security” by the SANS Institute and Received the CSO50 award for connecting security initiatives to business value.

Adviser for Baldwin Wallace’s, State winner Collegiate Cyber Defense Competition (CCDC) team.

I defend my companies competitive advantage by helping solve business problems through technology to work faster and safer.

“Solving Problems, is my Passion”

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Acknowledgements

Dennis Sommer, COO SecureState

Steve Hendricks, CMO RedIron

Steve Holt, CIO Chart Industries

David Hilmer, VP & CIO Graftech

Matt LoPiccolo, VP & CIO Swagelok

Chuck Norman, Sr. Mgr. Swagelok

Matt Neely, Dir. Strategy SecureState

Rich Wildermuth, Manager PWC

Craig Shular, CEO GrafTech

Tom Wojnarowski, CIO RITA

Troy Thomas, SVP Wells Fargo

Erick Asmussen, VP & CFO

Special thanks to all of the mentors who have helped us through these lessons

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The Ten Habits

Listening

Positivity

Know Your Stakeholders

Service

Just Say Maybe

Don’t be the Smartest Guy in the Room

Keep it Simple

Execution

Walk the Talk

Self-Reflection

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Habit I: Listening

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Habit I: Listening“Listen, Learn and Then Lead”

Leading by Listening – Desire to help others

High Emotional Intelligence (EQ) is key, you need to care about everyone succeeding at personal & career goals

The day people stop bringing you problems is the day you stop leading

Act decisively, be firm yet sensitive and empathetic

People want to be successful, so take the time to listen, respect, be humble and then help them reach their goals.

Your IQ got you in the door, your EQ will get you to the boardroom

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Putting it into action“Good Leaders Ask Great Questions”

Listen to the total message

Prove your understanding by using nonverbal signals

Use open-ended questions & probes

Paraphrase what you hear and show understanding

Don’t just say “hi”, have a more personal conversation

Effective managers spend a good part of their workday listening to other people and asking good questions.

Effective listening includes a four-step process to ensure understanding:

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Habit II: Positivity

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Habit II: Positivity

Security is often fixated on finding the negatives: missing patches, misconfigured systems. It becomes very easy to be Mr. Negativity

Security is often in a position of asking others for help, not dictating to them

Who would you rather help…someone encouraging, or discouraging?

Perpetual optimism is a force multiplier…if you provide positive energy, those around you will be willing to work much harder towards your goals

To motivate those around you to take action, positivity will always trump negativity

“Perpetual Optimism is a Force Multiplier” – Colin Powell

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Putting it into action

Aim to make “heroes” not “zeroes” Actively look for ways to encourage and help your peers Actively avoid “beating them up” with negativity

People want to be successful, help them accomplish their personal goals Have conversations to learn what their personal goals are Find projects that will help them achieve these If you have knowledge or connections that could help, share them

Using positivity to achieve your security goals takes several steps:

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Habit III: Know Your Stakeholders

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Habit III: Know Your Stakeholders

Security is about a lot more than just you

You are taking actions to protect assets in the stewardship of others

You are making choices which will impact the ways those around you conduct their business

No one cares what you know until you show them how much you care

To make stuff that matters, you have to know what matters so work on solving the right problems.

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Putting it into action

Identify stakeholders in your security program This is anyone affected by what you are doing

Could be execs, IT, sales, marketing, manufacturing, customers…anyone

Learn what their drivers are, both personal & professional “Know their pain”

Plan to have “The meeting before the meeting” Meet with stakeholders individually before bringing them together

for a decision.

You’ll know the decision before the real meeting even happens

Effective managers take the time to identify stakeholders and know their pain points.

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Habit IV: Service

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Habit IV: Service

Security is a support role…your job is to help others safely do the things that make your organization productive

You cannot do this job without help

Your employees are not subjects for you to dictate rules to…they are your customers

If you treat them well, they will be your “army of human sensors”, bringing you all kinds of useful intel, and helping to enforce policies you’ve developed to protect them

We often focus on the problem and forget about the customer. They will forget the problem you solved before they forget how you made them feel.

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Putting it into action

Know who your customers are

Aim to create “stark raving fans”

Make sure they feel comfortable

Make sure they feel “heard”

Create a positive feedback loop

To take care of your “customers”, keep the following steps in mind:

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Habit V: Just Say Maybe

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Habit V: Just Say Maybe

Security has often been the Department of “No”

Taking a hard stance as a “cyber policeman” can seem to work…until you become perceived as an obstacle

If you are an obstacle, process will begin to be routed around you

Effective leadership requires compromise and empathy for the other person.

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Putting it into action

Identify the core requirements (Yours & Theirs)

Facilitate a Risk vs. Reward conversation to balance security

Resist the urge to be a “cyber policeman.”

Empathize with other’s problems…but still be comfortable taking a stand

Collaborate on the solution where everyone can win

Don’t take a hard line on a topic before you have determined everyone's “must's” and “want’s”. This approach will ensure clear commutation, fair compromise and a better solution.

It’s OK to be uncomfortable with the results

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Habit VI: Don’t Be the Smartest Guy in the Room

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Habit VI: Don’t Be the Smartest Guy in the Room

Many of us performed other IT roles before moving into security

This is often seen as a move “up”, which makes it easy to feel that you know your peers jobs as well as your own

We also often feel that no one is qualified to do the challenging job of security other than those of us currently charged with it

It is not your job to out-do or “call out” your peers

No one cares who came up with the idea, just that issues are solved

To achieve results we need to build partnerships, not demonstrate knowledge

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Putting it into action

When in a meeting, listen more than you talk

Think very hard before speaking: are you contributing to the discussion, or are you demonstrating your knowledge?

Make your goal finding the best solution for an identified problem…not convincing everyone to accept your solution unchanged

Do not be afraid to let others fail…failure drives personal growth

To build strong partnerships with their peers, an effective manager will strive to do the following in all of their social interactions

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Habit VII: Keep it Simple

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Habit VII: Keep it Simple

Security is a complex field, characterized by the convergence points between many others

It is your job to deal with this complexity, and distill it into simple actions for your stakeholders

Their main job is something else…when you’re asking for their help, you want it to be as simple and frictionless as possible

Be on a mission to be results oriented

A quick win with a simple solution is better then holding your ground for the elegant solution. Don’t let perfect become the enemy of good.

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Putting it into action

Distill complex security problems into simple elevator pitches you can easily convey to multiple layers of your organization

Hone and practice your message, you will be repeating it often

Don’t become so invested in an elegant solution that you lose sight of the original problem

Find quick wins that you can chain together into larger ones

“Fight the battles you can win” – Sun Tzu

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Habit VIII: Execution

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Habit VIII: Execution

This may seem obvious, but you need to execute on your plans

Because security is so dependent on others, its easy to develop plans which are never executed…and place the blame on others

We also often spend months, or years of long effort selling our ideas. Once others finally become bought-in, it can feel like the hard work is done

If you have a history of struggling with execution, others will not want to support new projects…no matter how significant the vulnerability you are addressing

Have a plan, and execute, execute, execute

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Putting it into action

Once you have buy-in to security projects, have laser-focus on execution…you may not get a second chance to try it Security does not make your company money. If a project stumbles or impacts the

bottom line negatively, its easy to pull it out

Partner with others, but take responsibility for execution

Have a plan, follow it, measure your progress Use a project manager if you can

You don’t know what you can get away with until you try it

Security managers who move from simply identifying problems to achieving concrete results will typically follow these similar steps

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Habit VIII: Walk The Talk

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Habit VIII: Walk the Talk

In security it’s easy to feel we’re an exception to some of the rules

In some cases, we may actually need to be

As the “policeman” you must hold yourself to a higher standard, because there’s often no one else to hold you accountable

Follow the policies you set, or expect others to follow your lead in ignoring them

You must lead by example, do not diminish your authority by disrespecting your rules

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Putting it into action

Maintain as few exceptions as possible, and be sure you have a strong justification for each Cracked down on admin rights? Give thought

to where you really need your own Pushing standard server builds? Don’t

maintain a security system with a “special” build because you don’t trust your server teams, or feel your requirements are unique

Follow any policies you’ve set to the tee, and do so visibly

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Habit X: Self-Reflection

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Habit X: Self-Reflection

In security we are often perfectionists…accepting failures can be a very difficult thing Reality is, we will have them

Without awareness of your own strengths and weaknesses you will fail to meet your own potential, and continue to be stymied by the same obstacles

The most important person for you to manage effectively is yourself. To grow personally and professionally you need to know yourself before you can help others.

“Know the enemy and know yourself and you will never be defeated” – Sun Tzu

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Putting it into action

Put a lot of thought into identifying your own areas of weakness

Have a plan for improving these These will be iterative improvements over time, not one-time

things More about the journey then the destination…you will stumble

along the way

Work with a mentor You need a second opinion on what your areas of weakness are You also want someone to keep you honest in how you’re

progressing

Self-reflection is a challenge. Effective managers will follow these steps, repeat them often, and not be discouraged when they stumble along the way

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The Ten Habits

Listening

Positivity

Know Your Stakeholders

Service

Just Say Maybe

Don’t be the Smartest Guy in the Room

Keep it Simple

Execution

Walk the Talk

Self-Reflection

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References

You Don’t Need a Title to Be a Leader – Mark Sanborn

Five Temptations of a CEO - Patrick M. Lencioni

The Art of War for Managers – Gerald Michaelson/Sun Tzu

The Sandler Sales Method – David H Sandler

Seven Habits of Highly Effective People – Stephen Covey

The Fifth Discipline – Pete Senge

Leading Change – John Kotter

The Servant – James Hunter

The New Leaders 100 Day Action Plan – George Bradt

Good To Great – Jim Collins

Crucial Conversations – Kerry Patterson

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Contact Info

Chris [email protected] Twitter: @ChrisClymer

Jack [email protected] Twitter: @Jack0lope

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Q & A

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Networking

No time like the present to put your soft skills to work

Say hi to your neighbor…what can they teach you about this topic?