Sr. Cyber Security Specialist II-Offensive Sec. & Adversary Simulation Job at Walgreens, Deerfield, IL

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  • Walgreens
  • Deerfield, IL

Job Description

Job Summary

Are you a skilled offensive security professional with a passion for ethical hacking and adversary simulation? We’re looking for a Red Team Specialist to execute advanced penetration tests, threat emulation exercises, and real-world attack simulations across our large-scale eCommerce platform. In this role, you’ll work alongside a team of security experts to uncover vulnerabilities in web applications, cloud environments, and critical business systems, helping to strengthen our defenses against sophisticated cyber threats. Your work will directly contribute to protecting sensitive customer data, including regulated health information, in a fast-paced, high-impact environment.

As a key member of the Red Team, you will collaborate with threat intelligence, blue teams, and security engineers to test and challenge our security controls. You’ll leverage your expertise in penetration testing, cloud security, and offensive security tooling to identify gaps and provide actionable insights that enhance our overall security posture. If you enjoy thinking like an attacker, solving complex security challenges, and working with cutting-edge offensive security techniques, we’d love to have you on our team!

  • Leads threat detection by identifying threats at the first phase of an attack or compromise. Detects threat actor activity including exploitation and risk to critical systems.
  • Monitors specific cyber threat actors to understand their tactics and techniques.
  • Utilizes data analysis, threat intelligence and cutting-edge security technologies to find unusual behavior and malicious activity.
  • Leads the hunt for hidden and unidentified threats to the organization’s cyber environment.
  • Tracks down the malicious agents who are already in a network and removes them from the environment once discovered.
  • Works with security monitoring tools such as firewalls, data loss prevention, network intrusion detection and antivirus software.
  • Uses a hypothesis-driven approach and behavioral analysis to uncover connections and correlations between potential cyber threats.
  • Reviews audit logs to identify unusual behavior in the network and endpoint devices. Documents findings and incident investigations. Provides feedback and training to improve security controls.
  • Leads in assessing network vulnerabilities and identifying critical security flaws by testing and validating the security of the network and/or testing the network to understand where vulnerabilities exist and where corrections are needed
About Walgreens
Founded in 1901, Walgreens ( has a storied heritage of caring for communities for generations, and proudly serves nearly 9 million customers and patients each day across its approximately 8,500 stores throughout the U.S. and Puerto Rico, and leading omni-channel platforms. Walgreens has approximately 220,000 team members, including nearly 90,000 healthcare service providers, and is committed to being the first choice for retail pharmacy and health services, building trusted relationships that create healthier futures for customers, patients, team members and communities.

Walgreens is the flagship U.S. brand of Walgreens Boots Alliance, Inc. (Nasdaq: WBA), an integrated healthcare, pharmacy and retail leader. Its retail locations are a critical point of access and convenience in thousands of communities, with Walgreens pharmacists playing a greater role as part of the healthcare system and patients’ care teams than ever before. Walgreens Specialty Pharmacy provides critical care and pharmacy services to millions of patients with rare disease states and complex, chronic conditions.

The actual salary an employee can expect to receive, plus bonus pursuant to the terms of any bonus plan if applicable, will depend on experience, seniority, geographic location, and other factors permitted by law. To review benefits, please visit jobs.walgreens.com/benefits More Company information is available at

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