8 offensive security engineer jobs at 6 companies in Chicago, IL
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WebApp Offensive Security Engineer
United States or Chicago
$196k-$242k/yrRemoteFull Time
Horizon3.ai: Autonomous penetration testing platform for continuous security assessment.
Extensive hands-on web application penetration testing experience, ability to reproduce and validate edge-case exploits, strong communication, proxy tool experience (Burp Suite), scripting (Python), and history of security research or bug bounty contributions.
Louisville or New York City or Dallas or Charlotte or Tampa or Miami or Washington or Chicago or Boston or Atlanta or Nashville
$142k-$196k/yrRemoteFull Time
HumanaNYSE: HUM: Provides health insurance plans and clinical healthcare services.
6+ YOE6+ Mgmt6+ years in red team/penetration testing with leadership experience; production Python engineering; built or operated agentic AI/LLM applications; experience attacking AI/ML systems; production cloud experience (AWS, GCP, or Azure).
Python, PyRIT, Garak, MITRE ATLAS, OWASP Top 10 for LLM Applications, NIST AI Risk Management Framework, AWS, GCP, Azure, Hack The Box Pro Labs
Coinflow: Enables instant global payments using stablecoins and blockchain technology.
4+ YOE4+ years in security engineering or DevSecOps; hands-on offensive and defensive security; SIEM; code experience in TS/Node; vulnerability management; AI-native tooling.
Datadog, Splunk, Elastic, Panther, TypeScript, Node.js, Rust, Go, Python, Claude Security, Claude Code, SAST, DAST, CI/CD
Horizon3.ai: Autonomous penetration testing platform for continuous security assessment.
10+ YOE10+ years engineering or offensive security experience, hands-on OCI offensive security experience, strong cloud attack path knowledge, Python coding, web and cloud pentesting experience, strong research and documentation skills.
Aikido Security: Developer-first security platform for code, cloud, and runtime.
Strong infrastructure and networking fundamentals (Docker, DNS, TLS), Linux debugging, ability to read Go/TypeScript/Python, familiarity with enterprise networks, basic offensive security knowledge, strong communication; must live in Chicago.
8+ YOEBachelor's degree or equivalent, minimum 8 years information security experience focused on penetration testing, expertise with offensive techniques, cloud/app security, scripting, and at least one offensive security certification.
Alliant Credit Union: Provides digital banking, consumer loans, and mortgage lending services.
3+ YOEBachelor's in CS/related or 6 years' equivalent; minimum 3 years penetration testing/offensive security; preferred offensive security certifications; strong communication and reporting skills.
8+ YOEBachelor's or equivalent, 8+ years in information security with penetration testing focus; hands-on with Burp Suite, Nessus, Metasploit, Nmap; scripting (Bash, Python, Go, PowerShell, JavaScript); offensive cert (OSCP or similar).