8 offensive security engineer jobs at 6 companies in Chicago, IL

1mo
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WebApp Offensive Security Engineer
United States or Chicago
$196k-$242k/yr RemoteFull Time
Horizon3.ai
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.
NodeZero, Burp Suite, Python, Nuclei, sqlmap, LangChain, LangFlow, Postgres, Neo4j, Jira, Model Context Protocol (MCP)
3w
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Lead, Offensive Security
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/yr RemoteFull Time
Humana
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
2mo
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Security Engineer
Chicago, Illinois, United States
$145k-$195k/yr OnsiteFull Time
Coinflow
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
1mo
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Staff Attack Engineer, OCI
Chicago or United States
$247k-$275k/yr RemoteFull Time
Horizon3.ai
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.
Python, NodeZero, Oracle Cloud Infrastructure (OCI), Oracle Kubernetes Engine (OKE), Kubernetes, AWS, Azure, GCP
3w
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Forward deployed engineer Chicago
Chicago, Illinois, United States
FieldFull Time
Aikido Security
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.
Docker, Postgres, Go, TypeScript, Python, Linux, AWS, Azure, GCP, SSO, IdP, PKI, DNS, TLS
3w
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Lead Penetration Test Engineer
Boston or Chicago or Dallas or Houston or Englewood or Raleigh or Princeton or New York or Southfield or Washington or Toronto or Calgary or Boulder
$135k-$200k/yr HybridFull Time
S&P Global
S&P GlobalNYSE: SPGI: Provides financial data, analytics, and credit ratings worldwide.
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.
Burp Suite, Nessus, Metasploit, Nmap, DAST, SAST, SCA, CI/CD, Bash, Python, Go, PowerShell, JavaScript, MITRE ATT&CK, OWASP Top 10, CVE, CVSS, CWE
2w
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Senior Penetration Testing Engineer
Chicago, Illinois, United States
$93k-$144k/yr HybridFull Time
Alliant Credit Union
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.
3w
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Lead Penetration Test Engineer
Princeton or Boston or Chicago or Dallas or Houston or Englewood or Raleigh or New York or Southfield or Washington or Toronto or Calgary
$135k-$200k/yr HybridFull Time
S&P Global
S&P GlobalNYSE: SPGI: Provides independent credit ratings, market benchmarks, and financial analytics.
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).
Burp Suite, Nessus, Metasploit, Nmap, MITRE ATT&CK, OWASP Top 10, DAST, SAST, SCA, CVE, CVSS, CWE, Bash, Python, Go, PowerShell, JavaScript, CI/CD