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CybersecurityManagementLogical Security

Time to Embrace Offensive Security for True Resilience

By Greg Neville
People working in conference room with glass walls
Mario Gogh via Unsplash
September 18, 2025

Cybercriminals are using artificial intelligence to quickly discover network vulnerabilities, create polymorphic malware, and improve advanced persistent threats. While defensive tools like firewalls, data classification tools, and extended detection and response (XDR) solutions are critical components of a security architecture, they are less sufficient against the sophistication of AI-fueled cyber threats because they primarily guard against known threats.

Offensive security closes the gap between theoretical defense and actual attacker techniques, providing measurable advantages in risk mitigation, compliance, business continuity, and competitive advantage. Through demonstration of how a determined attacker might attack, pivot, and extract data, these activities provide an honest assessment of organizational risk. 

Offensive security rigorously challenges an organization’s own systems through proactive strategies such as penetration testing and red teaming, revealing the organization’s blind spots before attackers do, turning potential liabilities into actionable insights.

Limitations of a Defense-Only Strategy

Signature-based defenses can block only known threats and often fall short against novel or sophisticated attacks that bypass static defenses. They struggle against rapidly mutating malware, while misconfigurations and overly permissive access rights often slip through static scans. Attackers look for system loopholes, probing, pivoting, and exploiting vulnerabilities the moment they appear.

According to the Verizon 2025 Data Breach Investigations report, attacks using known vulnerabilities as the first entry point rose 34% compared to the previous year. This type of attack now makes up 20% of all breaches.  

Reactive defenses alone leave organizations susceptible to new threats. On the other hand, offensive security methods mimic actual attack routes, stringently testing defenses throughout the kill chain and revealing hidden gaps from traditional monitoring.

The Cost-Effective Investment of Offensive Security

Past incidents at SolarWinds, Equifax, and Capital One demonstrated how one unresolved flaw caused serious financial and reputational harm. Putting money into red teaming and penetration testing is a wise choice when compared to the costs that come from a breach. 

Offensive engagements utilize an attacker mindset to focus on truly exploitable weaknesses, weeding out the noise of unprioritized lists of vulnerabilities. Through remediation of high-impact findings, organizations prevent spreading resources over low-impact issues.

Additionally, offloading sophisticated simulations to specialized teams or utilizing automated penetration testing speeds testing cycles and maximizes security investments. 

Essentially, each dollar invested in offensive testing can pre-empt multiples of breach response, legal penalties, lost productivity, and reputational loss.

Offensive Security Tools

Successful security testing takes more than shallow scans; it needs fully immersed, real-world simulations that mimic the methods employed by actual threat actors to test your systems. Below is an overview of the most effective methods:

Red Teaming

Red teaming exercises goes beyond standard testing by simulating skilled threat actors with secretive, multi-step attack scenarios. These exercises check not just technical weaknesses but also the organization’s ability to notice, respond to, and recover from real security breaches. Red teams often use methods like social engineering, lateral movement, and privilege escalation to test incident response teams. This uncovers flaws in technology and human procedures during realistic attack simulations.

Penetration Testing

Penetration testing is a method of intentionally simulating an attack on a system to determine vulnerabilities in systems, applications, or network infrastructures. Ethical hackers simulate actual approaches to find network weaknesses that might be exploited by attackers. This method helps organizations focus on fixing issues, check current security measures, and meet regulatory standards while reducing the chance of real breaches.

Purple Teaming

Purple teaming exercises encourage teamwork between red (offensive) and blue (defensive) security teams. Instead of working alone, the two sides share information to improve threat detection and response. These exercises speed up learning, mature security controls, and develop a common strategy against evolving threats. Purple teaming converts adversarial testing into a collaborative effort that enhances overall cyber resilience.

Aligning Offensive Tactics with Business Objectives

Offensive security is not a niche technical exercise; it directly supports core business goals and key performance indicators. When shared effectively, it engages stakeholders who care about growth, risk, competitive positioning, and compliance.

Continuity, Growth, and Shareholder Value

Downtime during operations caused by a breach can delay product launches, hurt customer service, and reduce revenue. Offense-based security actively identifies infrastructure vulnerabilities so that teams can cement defenses before attacks reach them. By protecting uninterrupted operations, these approaches maintain top-line growth as well as long-term shareholder trust.

Risk Management

Reducing cyber risk at the highest level takes more than firewalls; it takes intelligence-led insight into adversary behavior. Penetration tests trace out possible attack vectors, while red team exercises mimic sophisticated threat actors evading controls. The actionable intelligence gained can:

  • Reduce mean time to detection and response
  • Accelerate time-to-remediation for critical flaws
  • Lower cyber insurance premiums
  • Streamline ongoing compliance efforts

Relating to Compliance and Regulatory Requirements

Leading frameworks now mandate or strongly encourage offensive security measures:

  • PCI DSS requires annual penetration testing or testing after significant changes to the environment.
  • GDPR Article 32 requires regular evaluations of security controls, a gap filled by targeted testing.
  • HIPAA’s Security Rule recommends periodic technical assessments, with proposals to mandate annual pen tests and biannual scans.
  • SOC 2 auditors advise pen testing to satisfy the Trust Services Criteria.
  • ISO/IEC 27001 Annex A underscores testing security functionality through vulnerability assessments and red team activities.
  • The NIST Cybersecurity Framework's "Identify" function fits well with simulated adversary probes, listing and prioritizing system weaknesses.

Even when they aren't directly required, these frameworks recommend offensive security measures. This shows a growing trend in regulations to include proactive evaluations in company policies.

Security posture has become a key factor in the market. Investors and partners are now more likely to look at cybersecurity maturity when making investment and partnership decisions. Organizations that show solid offensive and defensive security measures demonstrate a commitment to resilience. This builds trust with stakeholders and improves brand reputation.

KEYWORDS: cyberattack pen testing penetration testing red teaming security tools

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Greg Neville is chief information security officer (CISO) and Vice President of Towerwall Cyber Consulting Services. Greg is a Board Advisor for CyberFusion, providing guidance for the organization’s mission to fulfill the information security talent gap. He was previously CISO for IntelyCare, and Vice President, IT and security for Cogito. He earned a BS in Mathematics from the University of Massachusetts/Amherst.  

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