Red Team Security / Penetration Tester

NO OPT

Adversarial Red Teamer

SALARY: $150k - $175k plus 15% bonus

LOCATION: If you live in Chicago or Dallas - on site 3 days a week

Remote if in: FL, GA, MA, MD, MN, NY, NY, DC, WI

HYBRID 3 DAYS ONSITE AND 2 DAYS REMOTE

**If they are within 50 miles of Dallas or Chicago office they will have to come onsite and cannot be remote.

Looking for a candidate with 3+ years penetration testing and knowledge how to build a command and control c2 infrastructure. Network, operating system, application, web, mobile, social engineering. Emissions signals, whitebox pen testing. Hands on hacker that can hack anything enterprise wide

The Adversarial Red Team Associate Principal is responsible for strengthening the security posture by conducting covert black-box and occasional white-box assessments across network, web application, cloud, mobile, physical, and social engineering domains, while coordinating with Security and IT teams to address and retest remediated findings. Ideal candidates will bring deep expertise in areas such as OSINT, penetration testing, C2 infrastructure development, evasion techniques, and custom scripting, along with strong communication skills and a commitment to staying ahead of emerging threats.

Primary Duties and Responsibilities:

To perform this job successfully, an individual must be able to perform each primary duty satisfactorily.

Execute comprehensive Red Team simulations including network/application penetration testing, cloud security, social engineering, physical security, mobile testing, and OSINT within defined rules of engagement.

Develop and deploy Command and Control (C2) infrastructure using evasion and obfuscation techniques to test and enhance Cyber Defense detection capabilities.

Leverage AI/LLM tooling to accelerate offensive research, exploit development, and overall Red Team effectiveness.

Conduct ad-hoc white-box testing on pre-production and in-development infrastructure, and validate remediated findings with IT owners.

Perform threat modeling, security risk assessments, and independent reviews of the security, network, and applications.

Develop clear, evidence-based reports with actionable remediation recommendations and debrief stakeholders on findings.

Qualifications:

Excellent focused domain areas of expertise as well as a good breadth of experience across Network/Application Penetration Testing, Web Application Penetration Testing, Mobile Application Penetration Testing, Command and Control (C2) Infrastructure Development, Cyber Defense Evasion techniques, Social Engineering, Open-Source Intelligence, Basic Emissions Testing, Physical Security Testing, and more.

Strong working knowledge of Artificial Intelligence (AI) large language models (LLMs) and agentic AI systems – including how autonomous and tool-usig agents, orchestration frameworks, and protocols like Model Context Protocol (MCP) operate – and the ability to evaluate how these technologies can accelerate offensive security tradecraft across reconnaissance, exploit and payload development, adversarial tooling development, and enhance triaging for security findings.

Technical Skills:

Strong proficiency in Network, Web Application, Cloud, and Mobile Device security testing

Demonstrated exploit, payload, and attack framework development experience

Strong knowledge of EDR detection capabilities such as Crowdstrike/Carbon Black, etc. and associated defense evasion techniques for behavioral based alerting

Strong working knowledge of Artificial Intelligence (AI) large language models (LLMs) and agentic AI systems – including how autonomous and tool-usig agents, orchestration frameworks, and protocols like Model Context Protocol (MCP) operate – and the ability to evaluate how these technologies can accelerate offensive security tradecraft across reconnaissance, exploit and payload development, adversarial tooling development, and enhance triaging for security findings.

Strong proficiency in social engineering and intelligence gathering.

Strong experience with custom scripting (Python, Powershell, Bash, etc.) and process automation.

Strong experience with database security testing (MSSQL, DB2, MySQL, etc.).

Strong proficiency with common penetration testing tools (Kali, Armitage, Metasploit, Cobalt Strike, Nighthawk, Nmap, Qualys, Nessus, Burp Suite, Wireshark, Recon-NG, Ettercap/Bettercap, Hashcat, Bloodhound, Ida Pro, Ghidra, Sublist3r, Rubeus, Mimikatz, CrackMapExec, Exploitdb, Yersinia, Impacket, etc.).

Track record of vulnerability research and CVE assignments

Knowledge of Windows APIs and Living off the Land (LOL) Binaries

Experience with Mainframes, Windows, Unix, MacOS, Cisco, platforms and controls.

Proficient in creating content with Microsoft Office (Word, Excel, PowerPoint, Visio).

Proficient in basic document management in a Microsoft SharePoint environment.

Experience with dedicated document management tools (e.g., DMS, PolicyTech) is a plus.

Experience with using ServiceNow is a plus.

Education and/or Experience:

BS in Computer Science, Information Management, Information Security or other comparable technical degree from an accredited college/university is desired but not required

3+ Years’ experience of Penetration testing

5+ Years’ experience in Information Assurance or Cybersecurity work environments

Certificates or Licenses:

Security-related certifications (OSCP, OSWE, OSCE, GPEN, GXPN, GWAPT, ARTE, etc.) highly desired.