Evolve Security logo
Evolve Security

Technology enabled cybersecurity services company focused on Pentesting-as-a-Service (PTaaS).

Senior Application Security Tester & AI Red Team Subject Matter Expert

Artificial IntelligenceArtificial IntelligenceFull TimeRemoteSeniorTeam 51-200H1B SponsorCompany SiteLinkedIn

Location

United States

Posted

19 days ago

Salary

0

Seniority

Senior

No structured requirement data.

Job Description

Senior Application Security Tester & AI Red Team Subject Matter Expert

Evolve Security

Role Description The Senior Application Security Tester & AI Red Team Subject Matter Expert is a senior-level offensive security role for a tester who has mastered modern web and API security and is now defining how Evolve Security tests AI-enabled applications, large language models, and agentic systems. This role wears two hats: - Hands-on senior application penetration tester for our most complex client engagements. - Firm-wide subject matter expert who builds, scales, and represents Evolve Security’s AI red team practice. The senior tester executes assessments with full autonomy, owns the technical relationship with client security and engineering leadership, mentors mid-level engineers and OSOC analysts, and is the recognized internal authority on offensive AI/ML testing methodology, tooling, and threat modeling. Qualifications - 5–8+ years of offensive security experience with a deep concentration in web application and API penetration testing. - Demonstrable hands-on work testing AI/ML systems — LLM-backed applications, RAG pipelines, fine-tuned models, multi-agent systems, or production ML inference. - A track record of dozens of completed assessments, published research, conference talks, CVEs, or open-source contributions. Requirements - Mastery of web application and API security beyond the OWASP Top 10. - Fluency in OWASP Top 10 for LLM Applications and OWASP ML Top 10. - Expert with the modern offensive toolchain — Burp Suite Pro, OWASP ZAP, Nuclei, Postman, Nmap, Metasploit, BloodHound. - Strong scripting and small-tool development in Python, with working knowledge of JavaScript / TypeScript, Bash, and PowerShell. - Excellent written and verbal communication skills. - Preferred certifications: OSWE, OSCP, OSEP, GWAPT, GXPN, Burp Suite Certified Practitioner. Benefits - Healthcare Benefits - 401(k) Match - Parental Leave - Flexible Paid Time Off - Annual vacation reimbursement Company Description Evolve Security is a cybersecurity services firm headquartered in Chicago, IL. We are dedicated to improving our client’s security posture by providing continuous penetration testing, training services, and talent solutions. - Offers a cybersecurity bootcamp, “Evolve Academy”, currently ranked the #1 cybersecurity bootcamp in the world. - Provides immersive training, giving students the concrete and practical skills needed on the job. - Students gain real work experience through live security assessment work that they perform on not-for-profit companies. - Passionate about directly improving our customers’ security posture and training others to help meet the need for qualified cybersecurity talent.

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