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Cybersecurity IT Consultant AI Engineer (Applied/Software) Information Security

Senior AI Security Red Team Lead — Web & API Pentests

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Evolve Security
Full Time position
Listed on 2026-06-18
Job specializations:
  • IT/Tech
    Cybersecurity, IT Consultant, AI Engineer (Applied/Software), Information Security
Salary/Wage Range or Industry Benchmark: 125000 - 150000 USD Yearly USD 125000.00 150000.00 YEAR
Job Description & How to Apply Below
Evolve Security is looking for a Senior Application Security Tester & AI Red Team Subject Matter Expert in Chicago, IL. In this senior-level role, you will lead application penetration tests and be a key authority in AI-enabled security practices. Candidates should have 5–8+ years of offensive security experience, and proficiency in web and API penetration testing, as well as AI/ML methodologies.

Benefits include healthcare, 401(k) match, parental leave, and flexible time off.
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Position Requirements
10+ Years work experience
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