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AI Penetration Tester (Contract)

DATAMTX LLC

WHO WE ARE

Datamtx ( / formerly Datamatics) established in 1993 is globally HQ'd in Atlanta with a stellar history supporting both Tier 1 and 2 ERP / MES projects including: S/4HANA, JDE, Oracle Cloud ERP, Peoplesoft, Deltek, Infor (M3 / S3 / Syteline / LN / Factory Track / MacPac XE / LX, XA, CPQ), IFS, Deltek, Blackbaud, Ellucian Banner, D365, SysPro, Epicor, Plex, BlackLine, etc..

Our ERP / MES projects cover the gamut of typical implementation but we also support bespoke projects and specialty staffing needs covering: data cleanse, customizations, lift & shift, cloud & data migrations, M&A consolidations, Hypercare and Day 1 support. We are also globally partnered with some of some of the Top Accounting, Advisory and Audit firms.

While professional experience and qualifications are key for this role, make sure to check you have the preferable soft skills before applying if required.

(Multipler Remote Engagements)

Flexible Hours / Part-time Acceptable

AI Penetration Tester (Contract)

DataMTX is seeking AI Penetration Testers to support multiple client engagements through a our partnerships with global audit and tax firms. This role involves assessing the security of AI-powered applications, LLM chatbots, AI agents, Copilot implementations, and multi-agent systems. The ideal candidate has experience with both traditional application/API penetration testing and emerging AI security testing techniques. xhyhwjd

Required Skills

  • Experience conducting penetration testing engagements
  • Knowledge of OWASP LLM Top 10 (required)
  • Experience testing one or more of:
  • LLM Chatbots
  • AI Agents
  • Copilot Implementations
  • Multi-Agent Systems
  • Familiarity with AI attack techniques such as prompt injection, jailbreak testing, sensitive data leakage, system prompt extraction, and agent/tool abuse

Preferred Frameworks

  • OWASP GenAI Security Project
  • MITRE ATLAS
  • NIST AI RMF
  • AI Red Teaming Methodologies

Tool Experience Hands-on experience with at least two of the following:

  • Burp Suite
  • Caido
  • Garak
  • PyRIT
  • Microsoft Counterfit
  • Inspect AI
  • Promptfoo
  • OpenAI Evals
  • Giskard
  • Custom attack tooling

Engagement Type

  • Contract / Consulting
  • Remote
  • Multiple AI and application security assessment projects available

Nice to Have: OSCP, GPEN, GWAPT, OSWE, AI Security or Red Teaming certifications.

Vacancy posted 2 hours ago
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