Evolution to Becoming a Modern Day CISO

Evolution to Becoming a Modern Day CISO

Today’s top CISOs come from many different backgrounds: some have held more technical roles and decided to switch gears and learn the art of business, while others came from a strong compliance and policy background and were inspired by the machinations of security.

Whatever their origin, each CISO has its own blend of qualifications, experience, and hard-won skills. As a result, there’s no strictly defined career path for aspiring CISOs.

Where to start? Understanding the CISO Role

If you plan to ascend the ranks of security leadership, everything starts with understanding what new responsibilities you will have to undertake and your willingness to step up even before landing the job. Be proactive in finding solutions to the problems your organization is currently facing. Security practitioners that take on additional responsibility will demonstrate their added value, and in return, will gain skills and experience that are essential in a security leader.

The typical CISO oversees four main security pillars that include security architecture and engineering, operations, cyber resilience, and regulatory and IT compliance. However, they are increasingly taking ownership of other tasks such as risk and governance, business continuity, identity and access management (IAM), fraud prevention, and more.

Being a CISO isn’t just about being responsible for security functions A recent study by Kudelski Security discussed the need for modern CISOs to display a broad range of skills and expertise that go beyond technology. A CISO needs to guide the organization towards a proactive approach to security, manage risk tolerance, and advise the board on cyber risks while providing a security strategy.

In addition, today’s CISO has to be well-versed in business acumen and promote security as a business enabler with a clear return on investment (ROI). They will have to build relationships with other key stakeholders across the organization to identify opportunities to add value. A CISO also has to act as an educator, coaching, and empowering both technology teams to understand the business goals and business leaders to understand the value of security.

The Pathway to Becoming a CISO

While the career progression to become a CISO is far from linear, there are some steps that help create your own path. Among CISOs, CIOs, and security recruiters, there’s a clear consensus on the steps prospective security leaders should take to ready themselves for the role:

  • Get a mentor: A mentor will be critical in helping develop the skills and experience you need. Ideally, you will rely on your current CISO. If they are not suitable, your first step is to identify possible mentors outside the organization.
  • Build your skillset: Seek out opportunities to develop yourself, in both technical and ‘soft’ skills. Take advantage of any opportunity to expose yourself to a new aspect of security and leadership. Don’t wait to be asked, proactively seek ways to get involved in new projects within your team and others that might interest you.
  • Get education and certifications: Your organization should provide some support, but don’t rely on that exclusively. Ask your mentor and peers for advice on the best training to pursue and invest in yourself. Certifications might not be a requirement for some organizations, but they showcase the technical level of a candidate.
  • Work on your soft skills: The biggest differentiator between security practitioners and leaders is their ability to build relationships across the organization. Take every opportunity to develop your soft skills and expose yourself to situations that demand skills like communication, relationship building, and public speaking.
  • Get involved in the industry: The saying goes that ‘it’s not what you know, it’s who you know’. In this case, it’s both. Building your network and becoming known in the security industry is a great way to open opportunities for yourself and learn from the people that have gone through the same experience.
  • Boost your visibility with executives: Look for opportunities to assume responsibilities associated with a more senior role than you are currently in. The more exposure you have to senior-level business and executives, the more comfortable you’ll be in that environment.

At all stages of your path, express your career objectives clearly to your leaders, and ask them for development opportunities. If you do this consistently, you’ll gain the experience you need much more quickly than if you sit back and wait for a chance.

Building the Future of Security Leadership

The security field is growing rapidly, and CISOs are taking on an increasingly wide range of responsibilities. As cybercrime continues to grow, and organizations rely even more heavily on their digital infrastructure, strong leadership will be critical to ensuring the effective management of cyber risk.

The next generation of modern CISOs will have to face new challenges. Identifying and nurturing their hard and soft skills will be paramount as both their knowledge of security and the business will help them navigate a constantly evolving security landscape and become the bridge between technologists and business executives.

This article was originally featured in Infosecurity Magazine.

Recruiting the Future of Security: Finding Future CISOs

Recruiting the Future of Security: Finding Future CISOs

It is no secret that finding and recruiting strong Chief Information Security Officer (CISO) candidates is far from easy. Many CISOs typically stay in a role for a few years and subsequently are not able to dedicate adequate time to the development of junior leaders who could become the next wave of security leaders.

Most organizations are forced to look externally for the experience they require. However, looking for outside hires also contributes to the shortage of potential internal leaders, as skilled professionals are often overlooked. For the security industry to thrive, this needs to change, and it starts with grooming the next generation of leaders.

The Role of the Security Lieutenant

A CISO needs a strong bench of lieutenants to take control of the different security areas within the company. These leaders will play a critical role in the success of the security team, as well as the organization as a whole. The strongest of these leaders are ideal candidates to be groomed into future CISOs.

Selecting one of your leaders for grooming starts with those who are already the head of a primary security function such as operations, engineering and architecture, or IT compliance. But the CISO role is larger than those areas and a lieutenant should be able to handle duties that can range from supporting risk management across security domains to understanding business and technology needs, as well as supporting education on cyber risks.

Potential future CISOs also need a set of ‘soft’ skills that can be further developed in-role. Candidates should have the ability to manage relationships and communicate with leaders outside of the security function. An understanding of how security fits into wider business objectives is also important, and it helps if a candidate has already displayed non-technical leadership ability and a desire to take on additional responsibilities.

Security is a constantly evolving field, so above all, lieutenants must have the drive to continually develop their skills and gain experience from all interactions, both inside and outside their own department. An understanding of financial concepts and portfolio management are also essential skills to develop.

Challenges Recruiting Security Deputies

Recruiting for security roles is never easy. The challenge stems from an evolving threat landscape that increases pressure from internal stakeholders, outside parties and customers. In order to meet new industry requirements, security programs are growing in scope and the leadership roles have to spread over multiple domains such as fraud, privacy, risk and physical security.

While recruiting for lieutenant roles, expect to come up against at least four challenges:

  • Recruitment Timeline: On average, it takes seven months to recruit the right security leader. During that time, the team will have to manage the same amount of work and responsibilities with less support.
  • Recruitment Costs: For years there has been a continual upward trend in the cost of recruiting and retaining security roles. Strong candidates are in high demand, and organizations are willing to pay the market price for strong expertise. If you want to attract and retain the best talent, it’s important to be competitive and understand what other companies offer in terms of benefits and on the job perks.
  • Finding the Right Skill Mix: Being an effective leader requires a fine balance of technical expertise, soft skills, business acumen and the ability to remain calm in stressful situations. Unsurprisingly, few candidates possess this balance. Successful candidates will need to develop those skills and current leaders will need to provide situational training and exposure to upper management. This experience is critical in their development and isn’t widely available to prospective security leaders.
  • Cultural Match: It is also important to recruit candidates that are a good cultural fit for your organization. To help ensure this, include HR and other internal experts in the evaluation process. It’s important that all levels of the CISO organization are represented in the interview process. Just having a candidate meet with the management team does not provide a sufficient picture of how they will fit with the full team. For the same reason, it’s also a good idea to have them interview with business customers.

Internal vs. External Recruitment

There’s an age-old argument about whether internal or external recruitment is a better source of security talent. And generally, it comes down to the preferences of the incumbent CISO. However, the availability of internal resources, the type of expertise, and/or experience needed for the role also plays an important role. The Cyber Business Executive Research: Building the Future of Security Leadership report, lays down some of the main traits CISOs and some of the top security leadership recruiters in the industry believe may help identify and recruit strong security deputies:

  1. For internal recruitment:
    • It is critical to always hire candidates with solid technical competencies.
    • Look for candidates with the ‘soft’ skills needed for leadership and a readiness to be trained.
    • Identify likely successors to your current security leadership and create a plan for their development.
    • Identify potential deputies early to allow them time for growth. It can take years to prepare a promising candidate for even junior leadership roles.
  2. For external recruitment:
    • Use your current CISO’s network to identify candidates. It helps if your CISO has an established following in the industry.
    • Maintain a continuous pipeline of potential candidates, as security roles turn over frequently.
    • Proactively hunt for candidates. Many organizations have aspiring candidates, but no leadership positions for them to fill.
    • Build relationships with career advisors that provide continuous cybersecurity education, they have constant access to experienced applicants.

Building the Future of Security Leadership

The security field is growing rapidly, and CISOs are taking on an increasingly wide range of responsibilities. As cybercrime continues to grow, and organizations rely even more heavily on their digital infrastructure, strong leadership will be critical to ensuring the effective management of cyber risks. Finding, recruiting, and developing the next generation of modern CISOs is not an easy task, but will pay dividends if done right.

Kudelski Security’s client advisory council recently released a report devoted to finding the next generation of security leaders. Download the report today if you’re looking to take that next step in your career.

This article was originally featured in Security Magazine.

CISO by Design: A Blueprint for Becoming a CISO

CISO by Design: A Blueprint for Becoming a CISO

The role of chief information security officer has never been more critical or in-demand, and the talent pool has not been able to keep up. For aspiring CISOs, that means there has never been a better time to hone skills and fill knowledge and experience gaps in order to take the next step in their careers. But where to start?

After conducting interviews with more than 100 CISOs and recruiters, we’ve developed a blueprint for security professionals to follow as they embark on the path to becoming a CISO. This article is based on a webinar: The Path to Becoming a CISO: 5 Things to Consider, 5 Things to Avoid  led by CISO talent from Kudelski Security.

Modern CISO Roles and Responsibilities

Now that cybersecurity has the attention of executives and boards of directors, CISOs have assumed new responsibilities outside of managing the business’ security program.

The CISO must be able to connect the cybersecurity strategy to business drivers, and they must be able to communicate the strategy in a way that resonates with both the C-suite and technical audiences. They must also serve as security evangelists, collaborating with other organizational leaders to build a security agenda that is shared by all departments, not just IT.

In addition to increased executive visibility, “scope creep” is on the rise, expanding the CISOs role to include, for example, privacy, fraud, physical security, risk, and compliance. Hiring the right CISO “lieutenants” to oversee management of these new security domains as well as more traditional domains is a critical responsibility for modern CISOs.

CISO Job Requirements and Skills

Expanded CISO responsibilities have shifted the requirements and skills required of a CISO from technically focused to more of an even split of technical and business skills. Security leaders in our survey ranked business acumen and soft skills (e.g., empathy and communication) first and second, respectively, as the most important skills for today’s CISOs to possess.

Recruiters in our surveys noted that successful CISO candidates are often process-oriented. They understand metrics, and they have experience holding people accountable and seeing projects through to completion. Often, those candidates have a background in security operations, IT risk and compliance management, security consulting, network management, or IT engineering and infrastructure.

Your Blueprint to Becoming a CISO

If the role of the CISO as described above aligns with your career objectives, it’s time to start charting a course. As we spoke with security leaders, we identified the following five steps that each had in common on their path to becoming a CISO, more details of which can be found in the 8-page report Building the Future of Security Leadership

Step 1: Diversify your skillset beyond technical and operational skills

The modern CISO skillset should be split 50/50 between technical and business skills. This helps to maintain credibility within the security organization but also to build trust with other departments in the organization, including the C-suite and board of directors. Presentation skills are a must. Good CISOs should be able to present complex topics to senior and operational levels.

Top technical skills to acquire:

  • Understanding of technology
  • Technical security
  • Governance, risk compliance
  • Security operations

Top business skills to acquire:

  • Leadership development
  • Relationship management
  • Presentation skills
  • Adaptability

Degrees and certifications can also be helpful for CISOs to have in their toolkit. It’s a good rule of thumb to obtain at least one of the following certifications to be considered for the role:

  • CISSP – Certified Information Security Systems Professional from (ISC)2
  • CISA – Certified Information Systems Auditor certification from ISACA
  • CISM – Certified Information Security Manager
  • ICT Security Expert (Swiss Federal Diploma, for those working in Switzerland)

Step 2: Find a leadership mentor to guide your development

Finding a mentor is a wonderful way to develop skills and receive guidance on your path to becoming a CISO. A good place to start is within your own organization. Are there security leaders you admire or would like to emulate?

You can also look externally to security leaders at other organizations or to professional coaches who specialize in the area you wish to further develop, e.g. relationship management, leadership, or presenting.

Whichever path you choose, be proactive in developing the mentorship. Be proactive with your outreach and your questions; don’t wait for the mentor to engage.

Step 3: Look out for new opportunities to build experience

Experience is often valued more than technical skill when evaluating C-level candidates, and it’s important to look for opportunities that give you exposure and visibility to the business, where you can learn how to connect security to business drivers and navigate the political environment.

That’s not to say you should ignore technical experience altogether. Instead, shift from gaining deep technical experience to becoming more of a technology generalist who has knowledge across security domains.

Step 4: Increase involvement in the cybersecurity industry

There are many avenues in which to participate in the cybersecurity industry, but all share a common goal of building your network and presence inside your organization and within the industry at large.

Top channels for building your industry network:

  • Participate in research projects
  • Be active in social media discussions about cybersecurity
  • Participate in local security groups
  • Seek out opportunities to speak at industry events
  • Contribute articles or interviews in the press

Step 5: Apply and get hired or promoted to CISO

With Steps 1-4 in check, it’s time to seek out open opportunities. According to Jason Hicks, Kudelski Security’s Global CISO, your first CISO job likely won’t be at a large enterprise, unless you’re promoted from within, so it’s a good strategy to refine your search to openings at small and medium-sized enterprises.

Once you have identified the right opportunities, security recruiters we interviewed recommend to:

  • Do your homework on the organization
  • Understand and speak to the organization’s challenges
  • Discuss security at a strategic level, rather than at a technical or operational level

And don’t forget to dress for success! It’s important for CISO hopefuls to have an executive presence that instills confidence at all levels of the organization.

So there you have it, a blueprint for how to become a CISO. This is just a small sampling of the advice and recommendations we compiled as part of our recent report Cyber Business Executive Research: Building the Future of Security Leadership. To read the full report, visit: https://resources.kudelskisecurity.com/cisos-and-security-leaders

The Future of Security Leadership

The Future of Security Leadership

The role of the CISO is changing. What makes a good security leader depends on a number of ever-changing factors. Jason Hicks, Global CISO at Kudelski Security, recently joined the UberKnowledge podcast to talk about the future of security leadership. He covers the challenges of managing a security team, communication skills for technical leaders, coping with scope creep, and the rise of the branded CISO.

Did you find the podcast interesting? You can learn more about what it takes to become a CISO in our latest executive research. Click here to download the report.

  • 01:40 — It is critical to the success of a security program for the CISO to speak business.
  • 04:14 — “You have to be one to lead one” still holds true.
  • 06:41 — The rise of the branded CISO.
  • 11:24 — The CISO tenure remains short and there are several reasons why.
  • 14:29 — Coping with scope creep.
  • 17:11 — Top three issues for CISOs right now.
Challenges of a New CISO: The First Year

Challenges of a New CISO: The First Year

The first year as a new CISO can be exhilarating and at times downright frightening. You have a lot to prove and minds to win over, but you also have the opportunity to start fresh and make a big impact.

Early on, the emphasis is on learning the lay of the land of your new organization, assessing the company’s security maturity level, developing a business-focused security strategy and building up the relationships and political capital needed to make it a reality. But what happens once your first month, your first quarter is under your belt? You have a solid strategy in place and you’ve survived your first board meeting … what’s next?

How Will You Put Your Plans into Action?

Security doesn’t happen in a vacuum. Even when you have sign-off and budget for your initiatives, executing consistently requires considerable political sway.

In other words, it’s time to cash in on the political capital you’ve been building from Day 1.

One of the biggest mistakes you can make as a new CISO is not maintaining strong lines of communication with key stakeholders, business leaders and risk owners. And we’re not just talking about IT leaders; senior executives in finance, personnel and operations all have a significant stake in the success of your security initiatives.

The level of friction you experience will be dependent on the political environment of your organization. Most organizations have a low appetite for change (even if they claim otherwise) and your best chance of overcoming the difficulties this can cause is to build and maintain strong relationships with key business stakeholders.

Be Seen as a Business Enabler

One of the most important tasks for any CISO, new or experienced, is the need for security to be seen as something more than a cost center. If your program is seen as not related to business objectives, it will be extremely difficult to get traction for your initiatives.

But what does it mean to be a business enabler? At a basic level, you can tie security to business objectives by asking questions such as:

  • How much is our reputation worth?
  • What impact would a breach have on our ability to do business?

However, these questions, while undoubtedly important to answer, are rooted in negativity. Seen in this light, security is still something that holds the organization back from doing valuable things.

To really be seen as an enabler, you need to go a stage further. For example:

  • Could we enter new markets if we were confident in the security of our data and assets?
  • Could we be early adopters of blockchain/IoT /something else if our house was thoroughly in order?
  • Would it be easier to win government contracts if we could be sure of meeting regulatory requirements?

Managing stakeholder perceptions of a security program is exclusively the domain of the CISO. If you want your program to be seen in a positive light, you’ll need to do two things:

  1. Invest your energy in building the relationships and communication channels needed to engage with key business stakeholders.
  2. Actively look for ways to tie your initiatives to important business objectives.
Are you a budding CISO? Read our latest executive research to learn how to make that final jump.

Demonstrating Business Value

As you settle into your role as a CISO, one of the most important functions of program measurement is using metrics to tell a story—specifically, the story of where the organization is in the security journey.

For example:

  • Have your initiatives led to a reduction in wasted time for IT staff because they aren’t constantly having to rebuild PCs that have been infected with malware?
  • Is the uptime of vital IT systems higher as a result of improved security controls?
  • Have phishing awareness tests reduced malware outbreaks and reduced incident management needs?

Identifying and communicating the business benefits of a security program is often difficult, but it can make a substantial difference in the way security is seen by the business.

When it comes to communicating with the board, make sure you’re staying on top of the “latest and greatest” threats—particularly those that have featured heavily in the media. Demonstrating that you’re proactively preparing for new threat vectors is an excellent way to win board trust in your security program.

Handling Changes to the Business Landscape

Changes to the business environment—mergers and acquisitions in particular—can have an important impact on your security strategy and program.

Depending on the scale of change, you may need to conduct a new assessment and develop an entirely new security strategy. This is particularly likely if your organization moves into a new industry that’s heavily regulated. Buying a government defense contractor, for example, is a surefire way to turn a security program on its head.

Fortunately, security also has a valuable part to play in major business change projects. If your organization is considering adopting new technology or buying a company, having a seat at the executive table as a CISO gives you the opportunity to add significant value.

  • How much will it cost to securely adopt a new operational technology (OT) solution?
  • What is the state of security at a company you’re acquiring? How much will it cost to reach an acceptable level of security? Can that amount be negotiated off the purchase price?

Of course, getting a seat at the table for major change initiatives is far from guaranteed. As usual, you’ll need to campaign for the access you need to add this type of value and continue building on the relationships and political capital you’ve been accumulating since Day 1.

Non-Negotiables of an Effective CISO

Fundamentally, being an effective CISO boils down to two things:

  1. Building and maintaining relationships with key business stakeholders.
  2. Being able to evidence the business value of your security program.

If you can do these two things consistently throughout your first year, you’ll pave the way for a strong, business-focused security program.

This article was originally featured in Security Boulevard.


5 Ways to Up Your Threat Management Game

5 Ways to Up Your Threat Management Game

Good security programs start with a mindset that it’s not about the tools, it’s what you do with them. Here’s how to get out of a reactive fire-drill mode with vulnerability management.

The basis of a good security program starts with a mindset that it’s not about the tools, it’s what you do with them. This mindset is most evident when critical vulnerabilities are released and everyone scrambles to mitigate exploitation.

Most recently, we saw this following the release of the latest critical Windows vulnerability (CVE-2020-0610 and others), which some folks have nicknamed CurveBall. The vulnerability affects Windows CryptoAPI and how Windows handles Elliptical Curve Ciphers (ECC) as part of this service. Microsoft also released two Remote Code Execution (RCE) bugs that are equally important.

It’s critical that companies get out of a reactive fire-drill mode and work toward cyber resiliency. Here are five recommendations for getting there.

Develop a VTM Strategy
One of the most important business strategies for a security program should be around vulnerability threat management (VTM). VTM strategies should include effective, timely, and collaborative reporting of actionable metrics. Avoid simple items such as the number of vulnerabilities on Windows systems and focus on meaningful items such as remediation rates of exploitable vulnerabilities on critical systems.

It’s important to keep in mind that VTM is a culture and an operational mindset. An effective VTM program should be implemented in concert with the larger security operations organization to mitigate threats and reduce threat actors’ overall attack landscape. It goes beyond scanning for vulnerabilities and telling IT ops to “not suck at patching.”

I recommend splitting your VTM strategy into two phases: detection and response. Detection aims to ensure effective, risk-based reporting and prioritized vulnerability mitigation by gathering all your data, validating the results, and applying a business risk. Automation can make this process easier. Further, using the Observe-Orient-Decide-Act (OODA) loop continually reduces the time it takes to locate and inform IT ops and development teams where corrective action needs to take place.

Response is where the rubber meets the road and where many of us pass on the work to other businesses to assist in applying patches or hardening systems. To that end, ensure the correct solution (mitigation or corrective action) is recommended by the VTM team and that the agreed-upon solution has been tested and won’t break production.

In deploying the solution, it’s critical that IT ops and development get prioritized patching and that we provide as few false positives as possible. Trust is earned through transparency and repetition, but it can be destroyed through bad data in an instant.

Know Your Inventory
Knowing where your assets are and who owns them is the basis of an effective and efficient VTM program. Inventory management is a common struggle, partially because VTM teams use a combination of sources to identify where assets live. There are widely available tools to automate and integrate inventory systems so you can avoid time-consuming inventory pulls or maintaining manual spreadsheets. I also recommend partnering with the leaders across your business lines to ensure that when new systems are spun up, the VTM program is effective.

Implement, Then Continually Improve
Don’t wait for the sky to fall to realize that you needed to practice. Just like any other part of an effective security organization, your VTM program should constantly improve. I’ve been a big fan of OODA loops for years.

They are highly effective when leveraged to continually improve an operational program where every initial Observation exits the loop with an Action to adjust the next Observation. If you’ve seen the same thing twice, you’re failing. Leverage cyclical processes to continually improve VTM operations and continually measure your own effectiveness.

Step Up Your Vendor Management
While we cannot simply run vulnerability scans or penetration tests against our vendors, we can put contractual obligations in place with vendors that have access to our sensitive data to secure it appropriately.

Rights to audit are key in any contract. I see many large financial institutions conducting audits on client programs. It’s a great way to validate how effective a program is, but keep in mind that it’s also very expensive to operationalize.

Finally, don’t be shy in working with your vendors. Build relationships with their security and IT organizations so that when a critical vulnerability is released, you know whom to call, and it’s also not the first time you have spoken.

Build a Professional Network
When I first entered the security field several decades ago, collaboration between security organizations in different companies was taboo. Today, it’s required. This sounds simple but is key: As a CISO or security leader, you must have an external network of peers to collaborate with. We must put egos aside and ask each other simple questions around the common problems we all face.

The release of new security vulnerabilities is only going to continue in the coming weeks and months. The most successful (and secure) companies will be able to look outside their network for actionable information and develop internal strategies to stay ahead of increasing threats.

This article was originally published in Dark Reading.