CareerPlan

Red Team Operator

Chicago, Illinois, USRemoteFull-time$113k–$188k2026-11-02 → 2026-11-10

Core

Conduct threat emulation exercises, penetration tests, and purple team operations to assess the security of systems, networks, and applications.

Role type

Senior Red Team Operator (Offensive Security)

Builds

Security assessments and vulnerability reports for internal defensive measures

Domain

Cybersecurity / Offensive Security

Required skills

Threat emulation, penetration testing, lateral movement, privilege escalation, social engineering, phishing, custom script development (Python/Bash), reconnaissance, cloud security testing, technical reporting

Preferred skills

OSCP, OSCE, GPEN, GWAPT, CISSP certifications

Technologies

Python, Bash, Git, Cloud environments

Responsibilities

Simulate cyber-attacks to uncover vulnerabilities, perform lateral movement to test network segmentation, emulate threat actor techniques, develop custom tools for red team operations, conduct reconnaissance to identify attack vectors, test cloud environment security, document and communicate findings to stakeholders