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Sr Cyber Security Engineer –Threat Simulation
Sr Cyber Security Engineer –Threat SimulationSGA • Chicago, IL
Sr Cyber Security Engineer –Threat Simulation

Sr Cyber Security Engineer –Threat Simulation

SGA • Chicago, IL
[job_card.30_days_ago]
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  • [job_card.full_time]
[job_card.job_description]

Software Guidance & Assistance, Inc., (SGA), is searching for an Sr Cyber Security Engineer for a FULL TIME assignment with one of our premier Financial Clients clients in Chicago, IL .

Join our client's Global Information Security (GIS) department as a Sr. Cyber Security Engineer - Threat Simulation. You will be an integral part of our Offensive Security organization, directly contributing to improving security posture. This high-impact role is responsible for the execution of Red Team adversary emulations against our complex hybrid environment, proactively testing and strengthening our internal and internet-facing systems.

You'll also be a key participant in Purple Team activities to continuously improve the organization's cyber detection and response capabilities. This is a perfect opportunity for a sharp, action-oriented engineer to become a key part of a team of highly skilled cybersecurity professionals who execute a pivotal role in protecting and defending national critical infrastructure.

Responsibilities :

  • Execute high-impact Red Team exercises against our complex hybrid cloud environments, driven by real-world threat intelligence and the MITRE ATT&CK Framework.
  • Engineer and maintain robust Red and Purple Team infrastructure, continuously automating processes for efficiency and scale.
  • Co-design and lead joint Purple Team exercises, directly partnering with cyber defense to improve detection and response capabilities.
  • Innovate through continuous research into new offensive security TTPs (Tactics, Techniques, and Procedures) and drive knowledge transfer across the security organization.
  • Conduct specialized, ad-hoc offensive security tests utilizing industry-leading and internally developed tooling to uncover subtle security gaps.
  • Author comprehensive post-exercise reports, including detailed technical findings, compromise narratives, and strategic, risk-rated recommendations for remediation.
  • Mentor cyber defense teams during incident investigations, providing critical subject matter expertise on attacker tradecraft and mindset.
  • Champion security awareness and technical knowledge-sharing by collaborating with information security, technology, and business stakeholders

Required Skills :

  • We're looking for an engineer with a robust offensive mindset and a proven track record of breaking and building in complex enterprise environments.
  • years' experience wielding industry-standard penetration testing and adversary emulation tools (, Cobalt Strike, Sliver, Mythic, Bloodhound, Burp Suite).
  • Expert understanding of the MITRE ATT&CK Framework and advanced evasion techniques used to bypass modern security controls.
  • Strong comprehension of the cyber kill chain and the full lifecycle of an Advanced Persistent Threat (APT) targeting financial institutions.
  • Proficiency in at least one scripting language (, Python, PowerShell) and experience with a compiled language (, Go, C) for tool development.
  • Deep experience attacking and securing complex cloud, on-prem, and hybrid environments, from initial access through actions on objective.
  • Solid knowledge of Windows and Linux system hardening concepts, Purple Team automation strategies, and vulnerability rating methodologies.
  • Proven experience with security within at least one major cloud provider (, AWS, Azure, GCP).
  • Preferred Skills :

  • Previous hands-on experience performing sophisticated adversary emulations / simulations specifically within the financial services sector.
  • A recognized offensive security industry certification (, OSCP, GPEN, GXPN, OSWE, eCPTX) demonstrating specialized, high-impact skills.
  • Familiarity with modern enterprise security standards and frameworks (, TIBER-EU, CBEST, NIST CSF).
  • Experience conducting offensive security exercises against emerging technologies, such as AI / ML systems or macOS.
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    Sr Cyber Security Engineer Threat Simulation • Chicago, IL

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