Top Senior Cyber Security Jobs in Chicago, IL

Designs and delivers cloud and on-premises security platforms, automated controls, IAM, endpoint, network, and data protection solutions. Develops vulnerability management and compliance automation, advises on incident response and forensics, integrates security into enterprise platforms, evaluates security technologies, establishes engineering standards, and supports security tools. Requires cybersecurity experience, cloud expertise, automation capabilities, and familiarity with Palo Alto Networks, infrastructure as code, CI/CD, and security engineering practices.

Designs, implements, and maintains global network and perimeter security infrastructure. Responsibilities include firewall rule analysis and optimization, security solution integration, network monitoring, troubleshooting, technical support, and collaboration on security projects with internal teams and data center partners. The role requires onsite work in Chicago at least three days weekly and occasional nighttime or weekend on-call availability.

Lead Toast’s product and platform security organization, overseeing security platform engineering, application and cloud security, secure development practices, offensive security, vulnerability management, hardware security, and developer enablement. Partner with product and engineering leaders to establish secure defaults and scalable guardrails while reducing developer friction. Manage and grow a multi-team security engineering organization, expand security champions and tooling adoption, and align security posture with business and product priorities.

Leads Prolaio’s enterprise information security and cloud operations strategy for an AI-driven healthcare platform. Owns cybersecurity, continuous compliance, cloud infrastructure, threat modeling, vulnerability management, identity and access management, incident response, vendor risk, and AI security. Establishes security-as-code and automated compliance frameworks supporting HITRUST, ISO, HIPAA, FDA, GxP, and privacy requirements while partnering with engineering, data, clinical, and executive teams.

Lead cryptographic security assessments of protocols, libraries, applications, and high-assurance systems. Analyze advanced cryptographic constructions, identify design and implementation weaknesses, validate exploitability, and recommend remediation. Build testing and analysis tools, manage client delivery, write precise technical reports, mentor engineers, contribute to methodologies and services, and support open-source research and technical publications.

Lead client engagements to design and implement secure network architectures (Zero Trust, SASE/SSE, segmentation, OT security). Manage teams, mentor staff, oversee enterprise network security configurations, and ensure project delivery and quality. Collaborate with clients to align security strategies with business objectives and drive innovation in network security practices.

Lead software security for Cisco’s IT and Enterprise Operations portfolio. The role owns security posture, threat modeling, secure architecture reviews, AI and LLM security, risk-based remediation, security metrics, and release risk reporting. It partners with engineering, product, and IT leadership to drive security outcomes without direct authority, coordinate security subject-matter experts, and reduce security debt across cloud-native applications and enterprise platforms.

Designs, implements, and manages enterprise IT security solutions. Partners with architects, developers, and leadership on security plans; identifies vulnerabilities; strengthens systems, networks, and applications; manages security tools and access controls; and reduces risks across complex projects.

Build and scale backend security platform services, including authentication, authorization, identity infrastructure, permission systems, and data models. Lead cross-team technical initiatives, standardize security solutions, collaborate with compliance and mission stakeholders, and influence architecture and engineering standards. The role requires strong system design, backend development, security expertise, technical leadership, and the ability to operate in sensitive environments.

Leads secure enterprise architecture design and GitLab Professional Services implementations across application security, cloud security, DevSecOps, identity, vulnerability management, and compliance. Guides SaaS, Self-Managed, and Dedicated deployment decisions; leads CI/CD, source control, and security-tool migrations; conducts risk assessments and threat modeling; supports pre-sales scoping and statements of work; coordinates cross-functional delivery; mentors consultants; and develops security enablement materials.

Designs and governs enterprise cybersecurity data architecture, including conceptual, logical, semantic, and physical models; data contracts; metadata; lineage; quality controls; integration patterns; and security telemetry standards. The role supports threat detection, exposure management, identity analytics, logging, monitoring, and compliance reporting. Responsibilities include architecture reviews, governance and privacy alignment, data virtualization, pipeline strategy, stakeholder communication, technical leadership, mentorship, and solution delivery across multi-source security environments.

Leads threat hunting, detection engineering, incident response, vulnerability management, and security platform ownership across endpoint, identity, network, cloud, application, and SaaS environments. Designs and operates security controls, automates workflows using scripts and APIs, manages incident response and assessments, improves network security, establishes metrics, and supports compliance with NIST, ISO 27001, SOC 2, and financial-services requirements. Mentors junior staff and advises cross-functional teams.

Identify and remediate vulnerabilities across products and AWS infrastructure, respond to security incidents, close security tickets, integrate security controls into CI/CD, review code and infrastructure, support SOC 2 and CASA compliance, and strengthen access management, secrets handling, and cloud hardening.

Build and maintain backend integrations and policy platform features using Golang, MongoDB, Snowflake, and AWS. Work with customer engineering stakeholders to deliver scoped changes, follow established coding, testing, review, and deployment standards, and communicate progress and blockers. The role requires rapid onboarding, independent execution, and reliable delivery in a fully remote contractor engagement.

Leads a security engineering team responsible for cloud infrastructure security, application security, CI/CD hardening, DSPM, and SaaS security posture management. Provides hands-on technical leadership, owns the security engineering program, reviews architecture, develops preventative controls, manages security projects, and partners with DevOps, Engineering, and Product teams to integrate security requirements. Manages team performance and growth while driving remediation and continuous improvement across cloud and application environments.

Leads customer solution architecture for ServiceNow Risk, Security, ITOM, and Operational Technology Management solutions. Responsibilities include pre-sales solutioning, scoping, architecture design, implementation oversight, executive consultation, delivery governance, stakeholder engagement, training, documentation, and mentoring. The role connects ServiceNow workflows with customer technology environments and applies OT security, risk, segmentation, regulatory, and industry-standard practices. It requires up to 20% travel and obtaining or maintaining several ServiceNow certifications.

Designs, leads, and supports enterprise network security and infrastructure solutions. Responsibilities include network engineering, NAC, IAM, ZTNA, VPN, certificate and PKI management, secure connectivity, identity-driven access controls, segmentation, highly available distributed environments, platform upgrades, lifecycle management, and capacity planning. The role also evaluates technology solutions and leads cross-functional initiatives focused on performance, reliability, scalability, and capacity.

Develops secure, isolated attack scenarios across cloud, on-premises, and hybrid environments. Reproduces vulnerabilities, builds multi-step attack chains, creates automated graders and reward signals, and validates outcomes using system state and telemetry. The role also develops attack variants and benign comparisons to evaluate AI security agents, partnering with threat researchers, AI engineers, and environment engineers.

Lead security reviews, code audits, penetration testing, vulnerability research, and mitigation efforts for Microsoft Windows services. Develop reusable security tools and agents, identify attack vectors and architectural risks, demonstrate exploit impact, and collaborate with product engineering teams to design scalable defenses and improve security investments.

Architect and engineer multi-tenant SIEM, SOAR, EDR, telemetry, and cloud security platforms for managed security services. Build detection content, automate response workflows, optimize log ingestion, and secure customer connectivity. Lead technical discovery, onboarding, security assessments, remediation planning, escalations, solution design, and customer advisory engagements. Create architectures, runbooks, and documentation while shaping the MSSP technology strategy.

Lead development and architectural evolution of an AI-powered code security scanner. Build secure user-facing applications, reporting dashboards, backend orchestration and scanning services, LLM integrations, vulnerability analysis workflows, authentication, authorization, and cloud-native solutions. Mentor engineers and drive platform modernization, scalability, automation, testing, and long-term enhancements for enterprise applications in regulated environments.

Leads regional enterprise security sales by serving as a cloud security expert, shaping opportunities, advising account teams, managing executive relationships, and orchestrating technical teams and partners. Conducts architecture reviews, demos, proof-of-concepts, pilots, ROI/TCO analyses, and consultative engagements to promote Microsoft security solutions, Zero Trust adoption, and customer business outcomes.

Leads architecture and implementation of Microsoft Red Team visibility, telemetry, monitoring, detection, alerting, deconfliction, and operational security capabilities. Designs scalable services and data pipelines, maintains authoritative operational asset inventories, identifies systemic security gaps, and drives durable engineering solutions. Provides hands-on technical leadership, architecture reviews, debugging, incident response, mentorship, and cross-organizational influence while enabling authentic Red Team operations with strong defensive visibility and control.

Provides security engineering and architecture expertise for FedRAMP Cloud Service Provider assessments. Reviews full-stack architectures, authorization packages, security controls, policies, assessment reports, vulnerability scans, and penetration tests for compliance with FedRAMP, NIST, FISMA, RMF, and agency requirements. Leads vendor interviews, identifies technical and documentation gaps, supports continuous monitoring, advises government program leaders and CISOs, and provides security recommendations for cloud systems.

Leads enterprise security architecture for cloud and on-premises systems supporting a federal agency. Develops security standards, reference architectures, diagrams, policies, procedures, and hardening guidance; assesses architectures and security postures; identifies gaps and privacy requirements; supports Zero Trust, RMF, acquisition, compliance, risk management, and technical briefings. Partners with stakeholders to translate business needs into secure technical solutions and maintains architecture documentation throughout the system lifecycle.