AI-Driven Penetration Tester – Onsite KC

Cybersecurity Jobs; Kansas City (MO); On-site; USD 110,000 - 150,000; Full time

Job summary

Deloitte Technology in Kansas City, MO is seeking a Penetration Tester to perform hands-on testing across web, API, AI/LLM, network, mobile, and thick client environments onsite. The role emphasizes leveraging AI/LLM capabilities to speed reconnaissance and testing and to deliver clear client findings.

Applicants should have substantial experience with Kali Linux, Burp Suite Pro, Metasploit, NMAP, and related tools, plus a track record with diverse stakeholders and strong communication skills.

Qualifications

• Experience with Kali Linux or another dedicated penetration testing OS.
• Familiarity with OWASP Top 10 software weaknesses and vulnerabilities.
• Knowledge of common testing tools and AI/LLM tooling is a plus.
• Ability to work with diverse stakeholders and manage multiple initiatives.

Responsibilities

• Execute penetration testing engagements across web, API, AI/LLM, network, mobile, and thick client environments.
• Deliver Web Application, Web Services/API, Network, Mobile, and Thick Client testing.
• Provide consultative guidance on findings in writing and verbally to clients.
• Enhance testing methodologies, processes, and standards in the team.
• Leverage AI/LLM tools to accelerate reconnaissance and generate testing scripts.
• Build and maintain AI-driven agents to automate recurring tasks and reduce false positives.

Skills

Strong communication

Multitasking

Global stakeholder experience

Education

CEH

OSCP

GIAC certifications (GSEC, GWAB, GPEN, GMOB, GCPN)

Tools

Kali Linux

Burp Suite Pro

AMASS

Metasploit

Postman

Swagger

NMAP

Qualys

SQLMap

Anthropic / OpenAI tooling

Obsidian

Ollama

Job description

Deloitte Technology in Kansas City, MO is seeking a Penetration Tester to perform hands-on testing across web, API, AI/LLM, network, mobile, and thick client environments onsite. The role emphasizes leveraging AI/LLM capabilities to speed reconnaissance and testing and to deliver clear client findings.

Applicants should have substantial experience with Kali Linux, Burp Suite Pro, Metasploit, NMAP, and related tools, plus a track record with diverse stakeholders and strong communication skills.