Discover how purple team exercises enhance your organization’s cybersecurity defenses. We explore the benefits of blending red and blue team strategies, simulating real attack scenarios, and implementing a structured approach to improve detection and response capabilities against evolving cyberthreats.

In brief:

• Purple team exercises work best with a hybrid approach. Combine monthly automated testing with twice-yearly manual exercises to provide broad security coverage and realistic attack simulation.
• Automated tools efficiently test known attack patterns and improve detection rules, while manual exercises uncover advanced threats and security bypasses that automated tools miss.
• A proper monitoring setup is critical for success.
• Measure how quickly your organization can detect and respond to threats, then use these metrics to demonstrate value and identify areas that need improvement.

In the high-stakes arena of cybersecurity, organizations face adversaries who are relentless, creative and constantly evolving. To counter these threats, purple team exercises have become a vital strategy. They blend the offensive prowess of red teams with the defensive expertise of blue teams in an ongoing, collaborative cycle.

Much like a boxer who trains year-round with focus gloves, heavy bags, and sparring to prepare for a championship bout, purple teaming combines continuous automated testing with periodic, manual deep-dive exercises to ensure resilience against sophisticated cyberattacks.

In this blog post, we’ll take a technical deep dive into advanced purple teaming exercises, covering:

• The benefits of implementing a continuous hybrid purple team program
• Key tools that support automated detection tuning, such as Picus Security, SCYTHE, and OnDefend’s BlindSPOT
• How to simulate real attack scenarios in cyber ranges
• Why a mix of monthly automation and biannual manual exercises delivers stronger, measurable outcomes

The Boxing Analogy: Training for the Cyber Fight

Imagine a professional boxer preparing for a title fight. They don’t simply show up once a year to spar and expect to win. Instead, they follow a rigorous, year-round training regime to build endurance, agility, and adaptability, including:

• Daily Drills (Automated Testing). The boxer trains with mitts and heavy bags, practicing jabs, hooks and footwork. These repetitive drills build muscle memory, test fundamentals, and ensure consistency, just like how automated purple team tools help organizations simulate known tactics, techniques, and procedures (TTP). Such monthly automated testing tunes detection rules and identifies coverage gaps to strengthen your baseline defenses.
• Sparring Sessions (Manual Deep Dives). To simulate the unpredictability of a real opponent, the boxer spars with skilled partners who challenge them in dynamic ways. In cybersecurity, this takes the form of biannual manual purple team exercises — creative, human-driven attacks that include custom malware, process injection, obfuscated scripts, or living-off-the-land binaries (LOLBins). These sessions reveal how well your teams perform under pressure and adapt to unknown threats.
• The Main Event (Red-Team Test or Real-World Attack). The title fight represents the real thing, such as a full-scale red-team penetration test or a real-world cyberattack. Success depends on how well your team practiced. Just as a boxer’s preparation determines their ability to take hits and fight back, a well-executed purple team regimen ensures an organization can detect, respond, and recover in the face of a sophisticated breach.

This analogy highlights a critical point: Annual testing alone is not enough. A boxer who only spars once a year will be easily outmatched. Similarly, an organization that relies solely on one-off penetration tests or basic vulnerability scans will be sorely unprepared for potential threats.

Your approach must combine continuous automated testing with periodic manual, in-depth reviews to build the muscle and instincts required to stay resilient in a constantly shifting landscape.

Beyond improved detection and faster response times, purple team exercises also deliver measurable gains in collaboration, uncover misconfigurations and vulnerabilities, and provide realistic, cost-effective preparation for modern adversaries.

So how do you put this hybrid purple team strategy into practice? Just like a training camp prepares a boxer for a title match, an effective purple team exercise follows a structured process — one that integrates planning, simulation, collaboration, and continuous tuning.

Executing Purple Teaming Exercises: A Structured Process

Advanced purple team exercises follow a repeatable structure to maximize coverage, validate defenses, and refine security operations through collaborative simulation. The steps below outline how to execute these exercises in a way that builds operational muscle and improves measurable outcomes over time.

1. Preparation and Scoping

The process begins with clearly defined objectives. These may include validating specific detection rules, testing prevention controls, or reducing mean time to detect (MTTD). Align these objectives with your organization’s threat model — for instance, prioritizing ransomware TTPs for a financial firm or insider threats in healthcare.

With goals in place, your security teams can choose relevant MITRE ATT&CK techniques to simulate. These range from testing default configurations like standard phishing payloads to stealthier variants such as dynamic link library (DLL) sideloading and process hollowing. This mirrors a boxer practicing against both predictable and unpredictable opponents in the ring.

With the threat scenarios selected, you need to identify participants from the red teams, blue teams, security operations center (SOC) analysts, and management. If third-party red teams are involved, you need to clearly define expectations, communication protocols, and access requirements well in advance.

Finally, you need to configure the technical environment. This includes setting up automated tools like Picus Security, SCYTHE, or OnDefend’s BlindSPOT and validating telemetry coverage across endpoint detection and response (EDR) logs, Windows System Monitor (Sysmon), domain name system (DNS), cloud logs, and network sensors. Without adequate visibility, the entire exercise risks producing incomplete or misleading results.

2. Execution

With the environment prepared, red teamers can begin executing TTPs, starting with default configurations and progressing to stealthier methods. Carefully document these attacks to maintain consistency and support later analysis.

At the same time, blue teamers will actively monitor telemetry across tools like security information and event management (SIEM), EDR, and cloud platforms. Collaboration is essential. Red teamers provide real-time context for their actions while blue teamers adjust rules and alerts in the moment to close detection gaps.

Make sure this stage is iterative. When a detection fails or generates excessive noise, detection engineers should refine or create rules — for example, in Sigma, Microsoft Sentinel or Kusto Query Language (KQL) — and rerun the attack to confirm whether the adjustment resolves the issue.

3. Analysis and Remediation

Once the simulation concludes, it’s time to focus on analysis. You will review and log each TTP, including time stamps, outcomes, detection methods, and response actions. Give special attention to false positives, missed detections, and weak spots in telemetry.

For example, the exercise might uncover gaps in PowerShell logging, a lack of visibility into child processes, or misconfigured EDR policies. Your team can then categorize these findings by severity and potential risk. Then, remediation planning can begin — whether that means enabling missing Event IDs, deploying attack surface reduction (ASR) rules, or tuning conditional access policies.

To demonstrate the value of the exercise and measure improvement over time, teams should calculate metrics such as MTTD, mean time to respond (MTTR), dwell time, and alert fidelity. These benchmarks help prioritize future exercises and identify where to refine process, tooling or coverage, just like a boxer measures punch speed or stamina.

4. Reporting and Follow-Up

The final stage involves reporting and follow-up. Teams produce a detailed threat simulation map that documents each technique, detection point, and resolution. This is often accompanied by an executive summary that highlights key outcomes, areas of risk, and recommendations. Risk visualization tools can help you contextualize progress through visuals, such as before-and-after detection diagrams or sample alert flows, and provide a clear understanding of the changes made.

Once you’ve delivered the findings, you will need to implement detection improvements or telemetry changes, then schedule a retest to validate those fixes.

Importantly, this is also the time to invest in team development. Postexercise workshops or internal briefings can transform lessons learned into lasting operational knowledge, enabling blue teamers to recognize threats more quickly while allowing red teamers to craft more targeted future simulations.

Just as a boxer studies footage and refines technique after each bout, cybersecurity teams use purple teaming as a loop of continuous, strategic improvement.

This process ensures purple team exercises are focused, measurable, and aligned with the goal of cyber resilience. However, while this process provides structure, the choice of how to simulate attacks — automated or manual — is what shapes the depth and effectiveness of the exercise. The next step is determining which methods to use, when to use them, and how to balance speed with realism.

Automated vs. Manual Testing in Practice

Automated and manual testing both contribute to an effective purple teaming program. Security teams typically rely on one or both of these approaches, and each offers distinct advantages and trade-offs, depending on the organization’s goals, resources, and level of maturity.

Building on the boxer training model introduced earlier, automated testing acts like a boxer’s repetitive daily drills, designed to build consistency, repetition, and muscle memory. Manual testing, on the other hand, is closer to live sparring — dynamic, adaptive, and designed to mimic the unpredictability of a real opponent.

Both play an important role in strengthening an organization’s cyber readiness, and understanding the differences between automated and manual testing is key to designing an effective purple teaming program.

Automated Testing

Automated purple team testing uses platforms like Picus Security, SCYTHE, OnDefend’s BlindSPOT, Atomic Red Team, or Caldera to simulate hundreds of known tactics from frameworks like MITRE ATT&CK.

These tools are ideal for monthly detection tuning because they’re scalable, repeatable, and integrated directly into SIEM and EDR platforms, so they can provide instant feedback on what is being detected and what isn’t. Organizations use automation to track MTTD, identify weak spots, and continuously refine alert logic without overburdening internal teams.

Key advantages of automated testing include:

• Scalability and coverage across the full MITRE ATT&CK matrix
• Repeatability for regression testing and detection tuning
• Cost efficiency through reduced labor demands
• Fast feedback loops when integrated with existing telemetry

That said, automation has its limits. Predefined scripts can’t adapt on the fly, may generate false positives or negatives, and often miss the subtle behavioral patterns used in advanced evasive attacks.

Manual Testing

Manual testing uses the creativity and expertise of human testers. Skilled penetration testers craft custom scenarios using techniques like process injections, obfuscated PowerShell commands, and direct system calls. These simulations evolve in real time and react to blue team responses, making them particularly effective for stress-testing detection and response under realistic conditions.

Manual testing provides:

• Realistic adversary simulation that mimics advanced threat actors
• Deeper insights into EDR bypasses and telemetry weak spots
• Adaptive engagement in which testers pivot based on detection patterns
• Hands-on collaboration that strengthens red and blue team skills

However, manual testing is resource-intensive, harder to scale, and often less consistent from one exercise to the next. Still, its ability to simulate real-world adversaries, uncover advanced detection gaps, and build team readiness makes it an essential part of any mature security program.

That’s why the real power lies not in choosing between automation or manual testing but in combining them. A hybrid approach allows organizations to benefit from the speed and coverage of automation while layering in the creativity and realism of human-led attacks. It’s this balanced model that offers the most resilient, cost-effective, and continuously improving defense posture.

Hybrid Approach: The Champion’s Strategy

The most effective strategy — like any elite training regimen — is a hybrid approach that combines the speed and scalability of automated testing with the depth and adaptability of manual exercises.

This cadence mirrors a boxer’s balanced training plan: Daily drills build fundamentals, while sparring prepares the fighter for the unpredictability of a real opponent. In cybersecurity terms, that means layering frequent automated simulations with focused, high-impact manual engagements.

Here’s a recommended framework for implementing a hybrid purple team program:

Monthly Automated Detection Tuning

Use Picus Security, SCYTHE, or OnDefend’s BlindSPOT to run automated attack simulations aligned with MITRE ATT&CK. These simulations should test both default and stealthy variations of known TTPs, such as standard malware payloads alongside encoded Windows Management Instrumentation (WMI) commands or lateral movement via remote services. The goal is to build foundational detection coverage and muscle memory.

Each monthly cycle should include:

• Tool-led simulations across key TTP categories, such as credential access, execution, privilege escalation and more
• Detection gap analysis with a focus on improving rule fidelity and reducing false positives
• Detection rule tuning — for example, custom Sigma, KQL, or Sentinel logic — based on test outcomes
• Tracking key metrics like MTTD, telemetry coverage, and detection source, like EDR versus SIEM

These exercises are typically led by red teamers who oversee tool configuration and scenario setup. They collaborate with detection engineers and blue teamers to interpret results and implement fixes. Over time, automated reports can surface trends, confirm regression stability, and highlight areas for deeper investigation.

Biannual Manual Deep-Dive Exercises

Twice a year, incorporate manual purple team exercises to test your detection and response capabilities against high-risk, evasive threats. These are the sparring sessions — carefully planned and creatively executed simulations that mimic sophisticated adversaries.

Each engagement should include:

• Custom-crafted attack chains, including techniques like process hollowing, cross-domain persistence, and EDR bypasses via direct system calls
• Blue team monitoring in real time using live telemetry from SIEMs, EDRs, and endpoint logs to assess detection and triage performance
• Tabletop components, such as injecting alerts into the SOC to simulate incident response workflows
• Postexercise reporting, including detailed findings, vulnerability documentation, and prioritized remediation recommendations

These manual engagements validate the effectiveness of prior detection tuning, revealing complex gaps in visibility, and testing how people and processes perform under pressure. They also offer hands-on learning opportunities for blue teamers, especially when paired with postexercise workshops or collaborative reviews.

This hybrid model of purple teaming exercises delivers the best of both worlds: the broad, repeatable coverage of automation and the deep, adversary-aware insights of human-led testing. It also allows organizations to operate within budget constraints while maintaining a continuous improvement cycle — one that adapts to new threats, tools, and business risks over time.

Optimizing Your Purple Teaming Exercises

To get the most out of hybrid purple teaming exercises, you need more than a well-planned process — you need disciplined execution and technical precision.

The following best practices help ensure your purple team exercises are impactful, measurable and aligned with real-world threat conditions.

1. Map TTPs to MITRE ATT&CK

Aligning exercises to the MITRE ATT&CK framework ensures coverage across a wide range of adversary behaviors. Test default and stealth variants of common techniques. For example, ATT&CK technique T1059 (Command and Scripting Interpreter) could include:

• Basic execution: powershell.exe
• Obfuscated execution: powershell.exe -enc

This layered approach exposes detection gaps in encoding, logging or behavioral thresholds.

2. Tune Your Telemetry Before You Begin

Any purple team exercise’s success depends on visibility. That means auditing and optimizing your telemetry sources before testing begins. Ensure that key logging mechanisms are in place, such as:

• PowerShell script block logging
• Command-line process auditing
• Sysmon for endpoint-level insights
• Event Tracing for Windows (ETW) to support LOLBin or fileless attacks

Many detection failures stem not from weak rules but from missing data — a misconfigured endpoint or incomplete log source can create weak spots that undermine the entire exercise. Teams can also use tools like VECTR or track TTP execution and telemetry mapping throughout the exercise.

3. Refine and Validate Detection Rules

Use the outputs of each purple team cycle to tune detection logic. This includes developing and testing custom:

• Sigma rules for SIEM alerting
• YARA rules for file-based or memory-based detections
• Sentinel or KQL queries for Microsoft-based environments

For example, you might create a Sigma rule to alert on wmic.exe executing nonstandard commands. After implementation, rerun the test to confirm effectiveness.

4. Actively Test Against EDR Bypasses

While automated tools can surface known TTPs, manual deep dives test edge cases and adversary tradecraft. Prioritize techniques such as:

• Process injection (T1055)
• Command-line spoofing
• Parent-child process anomalies

These scenarios validate whether your EDR or extended detection and response (XDR) platform is detecting behavior-based patterns or simply relying on known signatures.

5. Measure Detection and Response Performance

Metrics bring accountability and improvement. Use your SIEM and incident response systems to capture:

• MTTD from execution to alert
• MTTR from alert to mitigation or escalation
• Detection fidelity — was the signal meaningful or noisy?

Tracking these over time creates a performance baseline. As rules are tuned and gaps are closed, you should see measurable gains in speed and signal quality.

6. Prioritize Relevance With Threat Intelligence

Not all threats are created equal. Use cyberthreat intelligence to guide which TTPs to simulate. For example, if healthcare threat actors are known to use Emotet, prioritize those TTPs in the next round of testing.

Just as a boxer studies their opponent’s habits, purple teams should train against the TTPs most likely to impact their industry.

7. Validate Preventive Controls

Purple teaming exercises aren’t just for detection. Test prevention capabilities like:

• ASR rules
• Application allowlists or whitelisting
• Conditional access policies

Automated tools can quickly validate whether known malware or unauthorized scripts are being blocked at execution. These pre-execution controls are a crucial part of a layered defense — and often neglected during red team tests that focus solely on detection and response.

When these best practices are embedded into a structured, hybrid purple team program, you’ll move beyond one-off assessments and toward a culture of continuous improvement, setting the stage for long-term cyber resilience in the face of evolving threats.

Final Bell: Building Cyber Resilience Through Hybrid Purple Teaming

Purple teaming exercises are the cybersecurity equivalent of a champion boxer’s training regimen — a blend of consistent drills and dynamic sparring designed to prepare for the real fight. By combining monthly automated detection tuning with biannual manual deep-dive exercises, organizations can build muscle memory and strategic adaptability. In today’s threat landscape, annual testing alone won’t cut it.

A hybrid purple team approach provides the consistency, creativity and continuous feedback needed to stay prepared for the real fight. It’s not just about testing defenses — it’s about training to win.

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