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Beyond Penetration Testing: How Red Team Hiring Is Embracing Cross-Functional Skills

Modern cybersecurity operations center with curved monitors displaying security dashboards, RGB-lit workstations, and city view

The cybersecurity landscape is shifting rapidly, and traditional red team hiring approaches are failing to keep pace. Many organisations still recruit penetration testing professionals with narrow skill sets, expecting them to handle increasingly complex security challenges that span multiple disciplines. This approach leaves significant gaps in security coverage and limits the effectiveness of red team operations.

Modern cyber threats don’t respect departmental boundaries. They exploit vulnerabilities across cloud infrastructure, development pipelines, and business processes simultaneously. Your red team needs professionals who can think beyond traditional penetration testing and understand how security integrates across your entire technology stack.

This guide explores why cross-functional skills are becoming vital for red team professionals and how you can adapt your hiring strategy to attract the multi-skilled talent your organisation needs. You’ll learn practical techniques for identifying these candidates, structuring competitive compensation packages, and avoiding common recruitment mistakes that drive away top talent.

Why traditional red team roles limit cybersecurity effectiveness

Traditional red team roles focus heavily on penetration testing skills, creating professionals who excel at finding vulnerabilities but struggle to understand their broader business impact. This narrow specialisation worked when networks were simpler and threats were more predictable. Today’s security challenges require a different approach.

Key limitations of single-skill specialists include:

  • Missing critical attack vectors that span multiple domains
  • Inability to understand how attackers pivot between systems
  • Overlooking social engineering opportunities that bypass technical controls
  • Poor communication with leadership about business impact
  • Interference with ongoing security operations

The modern threat environment demands professionals who can think like attackers across multiple disciplines. Cyber criminals don’t limit themselves to one attack method, so your defensive teams shouldn’t limit themselves to one area of expertise either.

These limitations become particularly problematic in fast-moving environments where security teams need to adapt quickly to new threats. Specialists who can only operate within their narrow domain slow down response times and create coordination challenges across security functions.

What cross-functional red team skills mean for modern security

Cross-functional red team skills combine traditional penetration testing expertise with broader security knowledge and business understanding. These professionals can assess vulnerabilities, understand their operational impact, and communicate risks effectively across different organisational levels.

Skill AreaKey CapabilitiesBusiness Impact
Cloud Security IntegrationContainer security, serverless architectures, cloud-native attacksRealistic attack path identification
DevSecOps IntegrationCI/CD pipeline security, automated testingSeamless development workflow integration
Threat IntelligenceIndustry-specific attack patterns, threat actor behavioursActionable defensive insights
Incident ResponseSOC coordination, response proceduresComplementary security operations
Business Risk CommunicationExecutive reporting, risk prioritisationStrategic security investments

Integration with security operations

Cross-functional red team professionals work more effectively with security operations centres because they understand how defensive tools and processes operate. This knowledge helps them design tests that provide realistic training for security analysts while avoiding false positives that waste operational resources.

They can also contribute to threat hunting activities by providing insights into attacker techniques and helping security teams understand what suspicious behaviours to monitor. This collaboration strengthens overall security posture beyond what traditional penetration testing achieves.

How hiring managers can identify multi-skilled red team candidates

Identifying cross-functional red team candidates requires looking beyond traditional penetration testing experience. You need to evaluate how candidates think about security challenges, not just their technical skills in specific tools or techniques.

Essential evaluation criteria:

  1. Complex scenario analysis – Present realistic business situations spanning multiple domains
  2. Communication adaptability – Test explanations for different audience types
  3. Portfolio diversity – Look for varied experience across environments and technologies
  4. Learning agility – Assess curiosity and professional development activities

Strong cross-functional candidates will naturally consider multiple perspectives and demonstrate understanding of how different security functions interconnect.

Assessment methods for cross-functional skills

Practical assessments work better than traditional technical interviews for evaluating cross-functional capabilities. Design scenarios that require candidates to consider business context, coordinate with other teams, and balance competing priorities. These exercises reveal how candidates approach complex, real-world challenges.

Reference checks become particularly important when evaluating cross-functional candidates. Speak with former colleagues from different departments to understand how effectively the candidate collaborated across team boundaries.

Interview techniques for hybrid roles

Structure interviews to include representatives from different teams the red team professional will work with. Include someone from incident response, a development team member, and a business stakeholder in the interview process. This approach helps you evaluate how candidates interact with different personality types and communication styles.

Hi! I see you're interested in red team hiring and cross-functional skills. Many hiring managers viewing this content are struggling with similar talent challenges. What's bringing you here today?

That's exactly what we help organizations solve. Iceberg specializes in connecting companies with elite cybersecurity professionals who have the cross-functional skills modern security teams need. How urgent is this hiring challenge for your organization?

Smart approach - the best hiring managers plan ahead for cybersecurity talent. Since 2016, we've helped organizations across 23 countries find professionals with the exact cross-functional skills discussed in this article. Would you like to connect with our team to learn how we can support your future hiring needs?

Perfect! Let's connect you with one of our cybersecurity recruitment specialists who can discuss your specific needs and share insights about the current red team talent market.

No problem at all! Feel free to explore our insights and reach out when you're ready. We're here when you need expert guidance on cybersecurity hiring.

You can always return to connect with our team when your hiring priorities become more defined.

Thank you! Your information has been received. Our cybersecurity recruitment team will review your requirements and reach out to discuss how we can help you find the cross-functional red team talent your organization needs.

We appreciate your interest in working with Iceberg's specialized recruitment services.

Building competitive compensation packages for hybrid security roles

Cross-functional red team professionals command premium compensation because their diverse skill sets make them more valuable and harder to replace. Your compensation strategy needs to reflect the additional value these professionals bring to your organisation.

Compensation framework for cross-functional roles:

  • Base salary premium: 15-25% above traditional penetration testing roles
  • Enhanced professional development budget: Multi-domain training requirements
  • Clear advancement opportunities: Leadership track leveraging diverse expertise
  • Flexible working arrangements: Autonomy and creative problem-solving freedom

Career progression paths become particularly important for retaining cross-functional talent. These professionals often have management aspirations because their broad skill sets prepare them for leadership roles.

Value proposition development

Emphasise the learning opportunities and professional growth potential your organisation offers. Cross-functional professionals are typically motivated by opportunities to expand their expertise and take on new challenges. Highlight projects that span multiple security domains and opportunities to work with different business units.

Recognition programs should acknowledge contributions across multiple domains. Traditional performance metrics focused on single functions don’t capture the full value these professionals provide.

Market rate analysis

Research compensation data from multiple role categories when benchmarking cross-functional positions. Look at penetration testing salaries, security architecture compensation, and incident response pay scales to understand the full market range. Your offer should reflect the premium for combined expertise.

Common red team hiring mistakes that cost organisations talent

Many organisations lose qualified cross-functional candidates by applying traditional hiring approaches to these hybrid roles. Understanding these pitfalls helps you avoid costly recruitment errors.

Top hiring mistakes to avoid:

MistakeImpactSolution
Unrealistic skill requirementsEliminates viable candidatesFocus on core competencies and learning ability
Neglecting soft skillsPoor team integrationPrioritise communication and collaboration
Unrealistic timelinesDrives away experienced professionalsSet realistic expectations for complex work
Poor candidate experienceTalented candidates withdrawStreamline processes and respect time

Prioritise candidates who demonstrate strong learning agility and interpersonal skills over those with perfect technical credentials.

Assessment and evaluation errors

Over-emphasising technical testing at the expense of evaluating collaboration and communication skills misses the core value of cross-functional professionals. Their primary advantage lies in bridging different security domains and teams, not in demonstrating superior technical skills in isolated areas.

Using interview panels composed entirely of technical staff limits your ability to evaluate cross-functional capabilities. The evaluation approaches used for eDiscovery professionals often work well for assessing cross-functional security candidates because both roles require similar collaboration and communication skills.

Cross-functional red team hiring represents the future of cybersecurity recruitment. Organisations that adapt their hiring strategies to attract and retain these multi-skilled professionals will build more effective security teams capable of addressing modern threat landscapes.

Success requires rethinking traditional approaches to job requirements, compensation, and candidate evaluation. Focus on learning agility, communication skills, and collaborative mindset rather than exhaustive technical checklists. Structure compensation and career paths that recognise the premium value these professionals provide.

The investment in cross-functional talent pays dividends through improved security effectiveness, better team coordination, and enhanced ability to respond to evolving threats. Organisations that continue relying on narrow specialists will find themselves at a competitive disadvantage in both security outcomes and talent acquisition.

At Iceberg, we understand the unique challenges of identifying and attracting cross-functional cybersecurity talent. Our specialised approach to red team hiring connects organisations with professionals who bring the diverse skill sets modern security teams need to succeed.

If you are interested in learning more, reach out to our team of experts today.

 

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