How to Simulate Lateral Movement Before an Attacker Does

Discover how simulating lateral movement with attack path analysis helps security teams identify and neutralize potential routes to crown jewel systems before attackers can exploit them.

How to Simulate Lateral Movement Before an Attacker Does

Using Attack Path Analysis to Protect Crown Jewel Systems


TL;DR

Most breaches don't happen because attackers kicked down the front door — they happen because once inside, attackers quietly moved from system to system until they reached something critical. This post breaks down what lateral movement looks like in practice, why simulating it before an attacker does is a game-changer, and how attack path analysis gives security teams a clear map of exactly which routes lead straight to your crown jewels.


Key Takeaways

  • Lateral movement is how most breaches escalate from access to damage
  • Crown jewel systems are the destination — attack path analysis shows you the route attackers would take to get there
  • Simulating lateral movement proactively reveals exploitable chains that siloed tools miss
  • Fixing one chokepoint can neutralize multiple attack paths simultaneously
  • Continuous attack path modeling is essential as environments change

Introduction 

The security team at a major financial firm thought they had everything covered. Their vulnerability scans came back clean. Their endpoints were protected. Then an attacker slipped in through a forgotten dev server and, over the course of three weeks, quietly moved across their network until reaching the customer database. By the time anyone noticed, it was too late.


What Is Lateral Movement and Why It's So Dangerous Once It Starts

Lateral movement is what happens after the initial breach. It's the technique attackers use to progressively move through a network, jumping from system to system while gathering privileges and expanding access. Think of it as the difference between someone breaking into your house versus someone breaking in, finding your car keys, discovering where you keep important documents, and then accessing your bank account.

Attackers use various tactics to move laterally:

  • Stealing credentials from memory or password stores
  • Pass-the-hash and Kerberoasting techniques
  • Exploiting misconfigured permissions and IAM roles
  • Abusing trust relationships between systems
  • Living off the land with PowerShell and other admin tools

What makes lateral movement particularly dangerous is how normal it looks. According to IBM's Cost of a Data Breach Report, the average breach has a dwell time of 277 days, that's attackers moving through networks undetected for over nine months, using legitimate credentials and admin tools to blend right in.


Crown Jewels Under Threat: What Attackers Are Actually Moving Toward

Crown jewel systems are the assets in your environment that would cause maximum damage if compromised.

These typically include:

  • Customer databases with PII or financial data
  • Source code repositories with intellectual property
  • Financial systems with payment processing capabilities
  • Active Directory or identity providers
  • Core infrastructure that could enable complete environment takeover

Attackers don't just randomly bounce around your network. They're mapping your environment, looking for stepping stones toward these high-value targets.

Common choke points that enable lateral movement include:

  • Internet-facing servers with direct connections to internal networks
  • Misconfigured cloud IAM permissions (like excess S3 bucket access)
  • Unpatched vulnerabilities on internal systems
  • Missing MFA for administrative accounts
  • Excessive port openings in internal firewalls

The problem? Most security approaches are siloed. Your vulnerability scanner finds CVEs but doesn't understand how they chain together. Your IAM tools track permissions but don't see network paths. Your EDR sees endpoint behavior but not cloud misconfigurations. 


Why Simulating Lateral Movement Before the Attacker Does Changes Everything

You can't defend a path you can't see. That's why simulating lateral movement flips the script on attackers.

Lateral movement simulation recreates how attackers would move through your environment in a controlled way. Instead of waiting for someone to exploit chains of weaknesses, you identify and fix those chains proactively. It's like testing all the locks, windows, and doors in your house before a burglar has a chance to check them.

Security teams that simulate lateral movement see several benefits:

  • They uncover multi-stage attack paths that individual security tools miss
  • They validate whether security controls actually work under real attack scenarios
  • They can prioritize fixes based on which ones break the most attack paths
  • They develop a realistic understanding of their true attack surface

While red teams have traditionally handled this type of testing, Secure.com's Digital Security Teammate provides automated attack path analysis that makes continuous simulation possible at scale. Even lean teams can run these simulations without diverting resources from other security priorities.

The key insight here? Finding and fixing a single chokepoint that breaks multiple attack paths delivers exponentially more value than patching individual vulnerabilities with no context.


How Attack Path Analysis Maps the Route from Entry Point to Crown Jewel

Attack path analysis automatically traces how an attacker could chain vulnerabilities, misconfigurations, and permissions to reach critical systems. It's the GPS of your security program, showing you not just where problems exist, but exactly how they connect to form exploitable routes.

Let's walk through a realistic attack path:

  • An attacker finds a vulnerable internet-facing app server (CVE-2023-XXXX)
  • They gain initial access and credentials for that server
  • The compromised server has AWS access keys with overly permissive IAM roles
  • Those IAM roles allow access to Lambda functions
  • The Lambda functions have access to an RDS database with customer data
  • Game over — crown jewel compromised

Traditional tools would see these as five separate issues of varying severity. Attack path analysis shows you they're actually a single exploit chain leading straight to your crown jewels.

The concept of blast radius is equally important.

  • If an attacker successfully exploits this path, what systems and data would be impacted?
  • How many customers would be affected?
  • What would the business impact be?

Where attack path analysis really shines is in "what-if" remediation planning. By simulating fixes, you can see how revising one IAM role might collapse multiple attack paths at once, dramatically reducing your blast radius without requiring dozens of patches.


Turning Attack Path Intelligence into Action: Prioritizing What Actually Matters

Visibility without action is just an expensive worry. The real value of attack path analysis comes when you transform that intelligence into targeted remediation.

This means shifting your security team from a reactive posture (chasing individual vulnerabilities based on CVSS scores) to a strategic approach that asks: "Which fixes will collapse the most critical attack paths?"

Effective remediation workflows include:

  • Assigning owners based on the system or vulnerability type
  • Tracking fix progress in real-time
  • Verifying that fixes actually remove the attack path
  • Documenting why certain paths were prioritized
  • Maintaining continuous visibility as environments change

Remember that attack paths aren't static. New assets, vulnerabilities, code deployments, and cloud resources create new paths constantly. What was secure yesterday might be an open path today.


How Secure.com's Digital Security Teammates Help with Attack Path Analysis

Knowing a path exists isn't enough, you need to act on it fast. Secure.com's Digital Security Teammates go beyond mapping to actively help teams close exploitable routes before attackers use them:

  • Secure.com's Attack Path Modeling automatically traces how an attacker could chain vulnerabilities, misconfigurations, IAM gaps, and code weaknesses to reach critical systems showing the full multi-hop route from entry point to crown jewels.
  • It lets you simulate fixes showing how revising one IAM role might collapse multiple attack paths at once. The platform's 'Break This Path' feature provides guided or automated remediation for the exact chokepoints that matter most.
  • Secure.com's Digital Security Teammate automates this process continuously, providing attack path analysis 24/7 without requiring dedicated red team resources, making lateral movement simulation accessible even to lean security teams.
  • With Secure.com's Attack Path Modeling, security teams can see exactly what an attacker sees, prioritize the paths that lead to crown jewels, and use the 'Break This Path' feature to close them, often with a single fix that collapses multiple attack routes simultaneously.

FAQs

What's the difference between lateral movement and privilege escalation?

Lateral movement refers to moving across systems within a network. Privilege escalation is about gaining higher-level permissions on a single system. Attackers typically use both together — gaining higher privileges on one machine to access another, then moving laterally to that new system.

Do I need a red team to simulate lateral movement?

Not necessarily. While red teams are valuable for hands-on testing, modern attack path analysis platforms can automate much of this process continuously. This makes lateral movement simulation accessible to teams without dedicated red team resources.

What counts as a "crown jewel" in my environment?

Crown jewels are assets whose compromise would cause the most operational, financial, or reputational damage. Typically, these include critical databases, payment infrastructure, customer records, or core business systems. If losing it would make the front page of the news, it's probably a crown jewel.

How often should attack paths be re-evaluated?

Continuously. Every new asset, vulnerability, or configuration change can open new paths. Static, periodic assessments aren't enough for modern environments that change daily or hourly. Automated, continuous monitoring is the only realistic approach.


Conclusion

Attackers don't announce themselves when they start moving through your network. They use the same trust relationships, the same credentials, and the same misconfigurations your team overlooked — and they move quietly until they reach something that matters.

Simulating lateral movement before they do isn't just a best practice; it's the only way to know whether your defenses actually hold up when it counts. With attack path analysis, security teams can see exactly what an attacker sees, prioritize the paths that lead to crown jewels, and close them before anyone gets there.

The breaches that make headlines usually don't start with dramatic front-door attacks. They start with a single compromised system, followed by patient, methodical lateral movement. The question isn't whether attackers will try these techniques — it's whether you'll find and fix the paths before they do.